(2S)-2,3-dimethylbutane-1,3-diol

Base Information

• Chemical Name: (2S)-2,3-dimethylbutane-1,3-diol
• CAS No.: 73295-12-2
• Molecular Formula: C6H14O2
• Molecular Weight: 118.176
• Hs Code.: 2905399090
• European Community (EC) Number: 806-874-7
• DSSTox Substance ID: DTXSID70415965
• Wikidata: Q76303659
• Mol file: 73295-12-2.mol

Synonyms:(2S)-2,3-dimethylbutane-1,3-diol;73295-12-2;1,3-Butanediol, 2,3-dimethyl-, (S)-;(2S)-2,3-Dimethyl-1,3-butanediol;(S)-2,3-diMethylbutane-1,3-diol;2,3-dimethyl-1,3-butanediol;SCHEMBL9176668;DTXSID70415965;AKOS006302226;SS-4652;CS-0343530;EN300-805085

Chemical Property of (2S)-2,3-dimethylbutane-1,3-diol

Chemical Property:

• Vapor Pressure: 0.0785mmHg at 25°C
• Boiling Point: 200.9oC at 760 mmHg
• PKA: 14.95±0.29(Predicted)
• Flash Point: 87.9oC
• PSA: 40.46000
• Density: 0.96g/cm3
• LogP: 0.38570
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 118.099379685
• Heavy Atom Count: 8
• Complexity: 68.9

Purity/Quality:

99% ^*data from raw suppliers

(2S)-2,3-Dimethyl-1,3-butanediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CO)C(C)(C)O
• Isomeric SMILES: C[C@@H](CO)C(C)(C)O
• Uses: (2S)-2,3-Dimethylbutane-1,3-diol is used in the preparation of Vitamin D2 and its derivatives.

Technology Process of (2S)-2,3-dimethylbutane-1,3-diol

There total 13 articles about (2S)-2,3-dimethylbutane-1,3-diol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

C16H21NO4 → (S)-2,3-dimethyl-1,3-butanediol (73295-12-2)

Guidance literature:

With sodium tetrahydroborate; water; In tetrahydrofuran; at 20 ℃; for 24h;

Reference yield: 88.4%

3-hydroxy-(2S)-methylpropionate (80657-57-4,42998-03-8) + methylmagnesium bromide (75-16-1) → (S)-2,3-dimethyl-1,3-butanediol (73295-12-2)

Guidance literature:

3-hydroxy-(2S)-methylpropionate; methylmagnesium bromide; In diethyl ether; at 10 - 25 ℃;

With hydrogenchloride; In diethyl ether; water; at 10 - 25 ℃; pH=4;

Reference yield: 88.0%

(R)-3-hydroxy-2,3-dimethylbutansaeure (23985-53-7,130014-09-4,130062-37-2) → (S)-2,3-dimethyl-1,3-butanediol (73295-12-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -20 - 20 ℃; for 16h;

upstream raw materials:

methyl magnesium iodide

(S)-3-acetoxy-2-methyl-propionic acid methyl ester

3-hydroxy-(2S)-methylpropionate

methyllithium

Downstream raw materials:

(2S,5R)-4-Benzenesulfonyl-2-[(3S,9S,10R,13R,14R,17R)-10,13-dimethyl-3-(tetrahydro-pyran-2-yloxy)-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5,6-dimethyl-6-(tetrahydro-pyran-2-yloxy)-heptan-3-ol

ercalcidiol

(S)-3-hydroxy-2,3-dimethylbutyl 4-methylbenzenesulfonate

C₄₅H₇₈O₆SSi₂

Refernces

• 1、 -. "Preparation method of paricalcitol intermediate". Paragraph 0063; 0064; 0065. . Retrieved 2017/09/26.
• 2、 Pietraszek, Anita,Malińska, Maura,Chodyński, Michal,Krupa, Malgorzata,Krajewski, Krzysztof,Cmoch, Piotr,Wo?niak, Krzysztof,Kutner, Andrzej. "Synthesis and crystallographic study of 1,25-dihydroxyergocalciferol analogs". . p. 1003 - 1014. Retrieved 2013/10/21.