(2,2-Dimethyl-1,3-dioxolan-4-yl)methanol

Cat.NO.:A1453188 Purity:98%

Product Details of [ 100-79-8 ]

CAS No. :	100-79-8
Formula :	C₆H₁₂O₃
M.W :	132.16
SMILES Code :	OCC1OC(C)(C)OC1
MDL No. :	MFCD00063238

Safety of [ 100-79-8 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H319
Precautionary Statements:	P305+P351+P338

Computational Chemistry of [ 100-79-8 ] Show Less

Physicochemical Properties

Num. heavy atoms	9
Num. arom. heavy atoms	0
Fraction Csp3	1.0
Num. rotatable bonds	1
Num. H-bond acceptors	3.0
Num. H-bond donors	1.0
Molar Refractivity	32.21
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	38.69 Å²

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	1.71
Log P_o/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry	-0.2
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	0.13
Log P_o/w (MLOGP)? MLOGP: Topological method implemented from Moriguchi I. et al. 1992 Chem. Pharm. Bull. Moriguchi I. et al. 1994 Chem. Pharm. Bull. Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.	-0.26
Log P_o/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	0.84
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	0.44

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	-0.47
Solubility	45.1 mg/ml ; 0.341 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Very soluble
Log S (Ali)? Ali: Topological method implemented from Ali J. et al. 2012 J. Chem. Inf. Model.	-0.16
Solubility	92.2 mg/ml ; 0.698 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Very soluble
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-0.52
Solubility	40.1 mg/ml ; 0.303 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble

Pharmacokinetics

GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg	High
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg	No
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) and tested on 415 molecules (test set) 10-fold CV: ACC=0.72 / AUC=0.77 External: ACC=0.88 / AUC=0.94	No
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.83 / AUC=0.90 External: ACC=0.84 / AUC=0.91	No
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.80 / AUC=0.86 External: ACC=0.80 / AUC=0.87	No
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) and tested on 2075 molecules (test set) 10-fold CV: ACC=0.78 / AUC=0.85 External: ACC=0.71 / AUC=0.81	No
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) and tested on 1068 molecules (test set) 10-fold CV: ACC=0.79 / AUC=0.85 External: ACC=0.81 / AUC=0.87	No
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) and tested on 2579 molecules (test set) 10-fold CV: ACC=0.77 / AUC=0.85 External: ACC=0.78 / AUC=0.86	No
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from Potts RO and Guy RH. 1992 Pharm. Res.	-7.25 cm/s

Druglikeness

Lipinski? Lipinski (Pfizer) filter: implemented from Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev. MW ≤ 500 MLOGP ≤ 4.15 N or O ≤ 10 NH or OH ≤ 5	0.0
Ghose? Ghose filter: implemented from Ghose AK. et al. 1999 J. Comb. Chem. 160 ≤ MW ≤ 480 -0.4 ≤ WLOGP ≤ 5.6 40 ≤ MR ≤ 130 20 ≤ atoms ≤ 70	None
Veber? Veber (GSK) filter: implemented from Veber DF. et al. 2002 J. Med. Chem. Rotatable bonds ≤ 10 TPSA ≤ 140	0.0
Egan? Egan (Pharmacia) filter: implemented from Egan WJ. et al. 2000 J. Med. Chem. WLOGP ≤ 5.88 TPSA ≤ 131.6	0.0
Muegge? Muegge (Bayer) filter: implemented from Muegge I. et al. 2001 J. Med. Chem. 200 ≤ MW ≤ 600 -2 ≤ XLOGP ≤ 5 TPSA ≤ 150 Num. rings ≤ 7 Num. carbon > 4 Num. heteroatoms > 1 Num. rotatable bonds ≤ 15 H-bond acc. ≤ 10 H-bond don. ≤ 5	1.0
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat implemented from Martin YC. 2005 J. Med. Chem.	0.55

Medicinal Chemistry

PAINS? Pan Assay Interference Structures: implemented from Baell JB. & Holloway GA. 2010 J. Med. Chem.	0.0 alert
Brenk? Structural Alert: implemented from Brenk R. et al. 2008 ChemMedChem	0.0 alert: heavy_metal
Leadlikeness? Leadlikeness: implemented from Teague SJ. 1999 Angew. Chem. Int. Ed. 250 ≤ MW ≤ 350 XLOGP ≤ 3.5 Num. rotatable bonds ≤ 7	No; 1 violation:MW<1.0
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties, trained on 12’782’590 molecules and tested on 40 external molecules (r² = 0.94)	3.09

Application In Synthesis of [ 100-79-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 100-79-8 ]
Downstream synthetic route of [ 100-79-8 ]

[ 100-79-8 ] Synthesis Path-Upstream 1~1

1
[ 100-79-8 ]
[ 102045-96-5 ]
[ 114746-70-2 ]

References:

[1] Tetrahedron Letters, 1989, vol. 30, # 39, p. 5319 – 5322.

[ 100-79-8 ] Synthesis Path-Downstream 1~9

1
[ 100-79-8 ]
[ 5736-06-1 ]

Yield	Reaction Conditions	Operation in experiment
75%	With ruthenium trichloride; trichloroisocyanuric acid; tetrabutylammomium bromide; potassium carbonate; In water; acetonitrile; at 20℃; for 3h;	To a mixture of compound 1(350mg, 1.1 mmol) and RuCl3 (318 mg, 1.1 mmol) in MeCN (10 mL) and water (5 mL) were added K2C03 (455 mg, 3.3 mmol), TCCA and TBAB. The resulting mixture was stirred at rt for 3 h. The reaction was quenched with an aqueous solution ofNHCl and extracted with ethyl acetate. Organic layers were combined, dried over Na2SO4, concentrated to give 2,2-dimethyl-1,3-dioxolane-4-carboxylic acid (450 mg, 75%). LC-MS: m/z = 147.4 [M+H]
30%	With potassium permanganate; potassium hydroxide; In water; for 2h;Cooling with ice;	Under ice-cooling, an aqueous (30 mL) solution of potassium permanganate (1.8 g, 11.3 mmol) was added dropwise to an aqueous (50 mL) solution of 2,2-dimethyl-1,3-dioxolane-4-methanol (1.0 g, 7.6 mmol) and potassium hydroxide (1.0 g, 15 mmol), and the mixture was stirred for 2 hours. The mixture was filtered on celite, and the filtrate was concentrated under reduced pressure. A saturated aqueous potassium hydrogen sulfate solution was added to the resulting filtrate until a pH thereof became 4. The mixture was extracted with ethyl acetate (200 mL×2), and the organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to give the titled reference compound (0.33 g) as a colorless oily product (Yield: 30%). [tabl0013-en] [Table 13] Reference compound 7-1 1H-NMR (500MHz, CDCl3) delta 4.62 (1H, dd, J = 7.6, 4.8Hz), 4.31 (1H, dd, J = 8.9, 7.6Hz), 4.20 (1H, dd, J = 8.9, 4.8 Hz), 1.54 (3H, s), 1.42 (3H, s)

References: [1]ACS Catalysis,2018,vol. 8,p. 6738 – 6744.
[2]Patent: JP2005/75784,2005,A .Location in patent: Page/Page column 16-17; 22.
[3]Angewandte Chemie – International Edition,2009,vol. 48,p. 559 – 563.
[4]Patent: WO2016/44770,2016,A1 .Location in patent: Page/Page column 711.
[5]Patent: EP3342768,2018,A1 .Location in patent: Paragraph 0123.
[6]Helvetica Chimica Acta,1935,vol. 18,p. 598,599.
[7]Chemistry of Penicillin,.
[8]Chemical Communications,1998,p. 2361 – 2362.
[9]Patent: WO2004/22530,2004,A1 .Location in patent: Page 33, 36.
[10]Organic Process Research and Development,2004,vol. 8,p. 931 – 938.

2
[ 30165-96-9 ]
[ 100-79-8 ]
[ 66492-30-6 ]

References: [1]Canadian Journal of Chemistry,1978,vol. 56,p. 722 – 724.

3
[ 137944-39-9 ]
[ 100-79-8 ]
(4R,5R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethoxy)-1,3-dimethyl-4,5-bis-(3-trifluoromethyl-phenyl)-[1,3,2]diazaphospholidine [ No CAS ]
(4R,5R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethoxy)-1,3-dimethyl-4,5-bis-(3-trifluoromethyl-phenyl)-[1,3,2]diazaphospholidine [ No CAS ]

References: [1]Journal of Organic Chemistry,1994,vol. 59,p. 3326 – 3334.

4
[ 1570-05-4 ]
[ 100-79-8 ]
3,4-bis-benzyloxy-benzoic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester [ No CAS ]

References: [1]Canadian Journal of Chemistry,2006,vol. 84,p. 1411 – 1415.

5
[ 335349-57-0 ]
[ 100-79-8 ]
[ 335349-94-5 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium hydroxide; In dimethyl sulfoxide;	Example E5 (RS)-5-(2,2-Dimethyl-[1,3]dioxolan-4-ylmethoxy)-4-iodo-2-nitro-phenylamine Prepared from <strong>[335349-57-0]5-chloro-4-iodo-2-nitro-phenylamine</strong> (Example A1) (4.48 g, 15 mmol), D,L-alpha, beta-isopropylidene-glycerol (10 mL, 81 mmol) and KOH (1.01 g, 18 mmol) in DMSO (10 mL) at 23 C. according to the general procedure E. Obtained as a yellow solid (4.9 g). MS (ISN) 393 [(M-H)-]; mp 151 C.

References: [1]Patent: US6407094,2002,B1 .

6
[ 30165-96-9 ]
[ 100-79-8 ]
(3-morpholino-1,2,5-thiadiazol-4-yloxy)-2,2-dimethyl-1,3-dioxolanyl methane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tert-butyl alcohol;	Step A: <strong>[30165-96-9]3-Morpholino-4-chloro-1,2,5-thiadiazole</strong> (1 g., 5 mmole), 2,2-dimethyl-1,3-dioxolan-4-yl methanol (0.7 g., 5 mmole) were heated under reflux for 2 hours in t-butanol containing potassium t-butoxide (0.7 g.). The reaction mixture was diluted with water (10 ml.) and extracted twice with ethyl acetate. After washing with water and drying over magnesium sulfate, evaporation provided 1.35 g. (90%) of (3-morpholino-1,2,5-thiadiazol-4-yloxy)-2,2-dimethyl-1,3-dioxolanyl methane in the form of a yellow oil.

References: [1]Patent: US4076939,1978,A .

7
[ 33332-28-4 ]
[ 100-79-8 ]
[ 1219130-25-2 ]

Yield	Reaction Conditions	Operation in experiment
50%		To a solution of solketal (48.7 g, 0.369 mol) in 1,4-dioxane (1500 mL) was added NaH (14.8 g, 369 mmol) at room temp and stirred for 2 h. Then 6-chloropyrazin-2-amine (34; 16.0 g, 123 mmol) was added and the mixture was stirred at 120 °C for 12 h. The solvent was removed and ethyl acetate (1000 mL) was added. The mixture was washed with brine (1000 mL x 3), The organic solvent was dried over Na2SO4, concentrated in vacuo and purified by chromatography on silica gel (dichloromethane:methanol=30:l-10:l) to give 6-((2,2-dimethyl-l,3-dioxolan-4- yl)methoxy)pyrazin-2-amine (35; 13.8 g, 61.3 mmol, 50percent) as a yellow solid. MS (ESI) calcd for C10H15N3O3 (m/z) 225.24, found: 226 [M+ H].

References: [1]Patent: WO2011/59839,2011,A1 .Location in patent: Page/Page column 78.

8
[ 34259-99-9 ]
[ 100-79-8 ]
[ 54666-48-7 ]

Yield	Reaction Conditions	Operation in experiment
		NaH (60percent dispersion in mineral oil, 12.19 g, 305.3 mmol) was added portionwise to DL- 1 ,2-isoproylideneglycerol (16.1 1 g, 1218 mmol) and the mixture was stirred until gas evolution had ceased (ca. 30 min RT, followed by 2 h at 60°C). Subsequently, 4- bromothiazole (20.00 g, 121 .9 mmol) was added and the mixture was stirred at 140°C for 45 min. Subsequently, the reaction mixture was quenched with aq. sat. NH4CI and extracted with EtOAc. The comb. org. layers were washed with brine, dried over MgS04, and cone, in vacuo. The residue was subjected to distillation and the volatiles (HV, 60°C)were removed. The residue was purified by means of CC (5-40percent EtOAc/Hept) to provide a yellow oil. LC-MS (3): tR = 0.52 min; [M+H]+: 216.20.
		A.1.10.1. 4-((2,2-Dimethyl-1 ,3-dioxolan-4-yl)methoxy)thiazole NaH (60percent dispersion in mineral oil, 12.19 g, 305.3 mmol) was added portionwise to DL- 1 ,2-isoproylideneglycerol (16.11 g, 1218 mmol) and the mixture was stirred until gas evolution had ceased (ca. 30 min RT, followed by 2 h at 60°C). Subsequently, 4- bromothiazole (20.00 g, 121.9 mmol) was added and the mixture was stirred at 140°C for 45 min. Subsequently, the reaction mixture was quenched with aq. sat. NH4CI and extracted with EtOAc. The comb. org. layers were washed with brine, dried over MgS04, and cone, in vacuo. The residue was subjected to distillation and the volatiles (HV, 60°C) were removed. The residue was purified by means of CC (5-40percent EtOAc/Hept) to provide a yellow oil. LC-MS (3): tR = 0.52 min; [M+H]+: 216.20.

References: [1]Patent: WO2014/115078,2014,A1 .Location in patent: Page/Page column 43-44.
[2]Patent: WO2014/115072,2014,A1 .Location in patent: Page/Page column 51.

9
[ 156897-06-2 ]
[ 100-79-8 ]
rac-[2-(4-chloro-phenyl)-6,6-dimethyl-1-phenyl-6,7-dihydro-5H-pyrrolizin-3-yl]-acetic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 20℃; for 3h;	Step 1 : Synthesis of rac-[2-(4-chloro-phenyl)-6,6-dimethyl-l-phenyl-6,7-dihydro-5H- pyrrolizin-3-yl] -acetic acid 2,2-dimethyl-[l,3]dioxolan-4-ylmethyl ester (0169) 1.74 g (13.2 mmol) rac-(2,2-dimethyl-[l,3]dioxolan-4-yl)-methanol, 1.82 g (9.5 mmol) EDCxHCl and 0.05 g (0.4 mmol) DMAP were dissolved in 15 ml THF. 3 g (7.9 mmol) 6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro- lH-pyrrolizin-5-yl] acetic acid (<strong>[156897-06-2]licofelone</strong>) dissolved in 20 ml THF were dropped into this solution within 15 min. The reaction mixture was kept under continuous stirring at RT for 3 ho Details Products CAS 53-64-5 Read more Products CAS 53-18-9 Read more Products CAS 53-57-6 Read more Reviews There are no reviews yet. Be the first to review “(2,2-Dimethyl-1,3-dioxolan-4-yl)methanol” 取消回复您的邮箱地址不会被公开。必填项已用 * 标注 Your rating * Your review * Name * Email * 在此浏览器中保存我的显示名称、邮箱地址和网站地址，以便下次评论时使用。 Previous N-(METHOXYCARBONYL)-O-METHYL-L-HOMOSERINE Next 7-Chloro-1H-indole-3-carbaldehyde Easy CDMO Easy CDMO is China TOP100 CDMO company. We believe: Easy CDMO, Medicinal Chemical is Big. More than 100 scientists are serving you. Quick Links About Us Products Blog Contacts Support Links Privacy Policy Term And Condition Locations Office address: Chenxun Technology Building, No. 633, Jinzhong Road, Changning District, Shanghai info@easycdmo.com +8602161734564 © Copyright Easy CDMO 2025. All Rights Reserved.

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(2,2-Dimethyl-1,3-dioxolan-4-yl)methanol

Product Details of [ 100-79-8 ]

Safety of [ 100-79-8 ]

Computational Chemistry of [ 100-79-8 ] Show Less

Physicochemical Properties

Lipophilicity

Water Solubility

Pharmacokinetics

Druglikeness

Medicinal Chemistry

Application In Synthesis of [ 100-79-8 ]

[ 100-79-8 ] Synthesis Path-Upstream 1~1

[ 100-79-8 ] Synthesis Path-Downstream 1~9

Details

Reviews

N-(METHOXYCARBONYL)-O-METHYL-L-HOMOSERINE

7-Chloro-1H-indole-3-carbaldehyde

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