(S)-(+)-2-O-benzylglycerol monoacetate

Base Information

• Chemical Name: (S)-(+)-2-O-benzylglycerol monoacetate
• CAS No.: 109429-01-8
• Molecular Formula: C12H16 O4
• Molecular Weight: 224.257
• Hs Code.: 2915390090
• Nikkaji Number: J240.009J
• Mol file: 109429-01-8.mol

Synonyms:(S)-(+)-2-O-benzylglycerol monoacetate;109429-01-8;[(2S)-3-Hydroxy-2-phenylmethoxypropyl] acetate;SCHEMBL9359510;2-O-Benzyl-L-glycerol 1-acetate;(s)-(+)-2-O-benzylglycerol-1-acetate

Chemical Property of (S)-(+)-2-O-benzylglycerol monoacetate

Chemical Property:

• PSA: 55.76000
• LogP: 1.12720
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 224.10485899
• Heavy Atom Count: 16
• Complexity: 199

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(CO)OCC1=CC=CC=C1
• Isomeric SMILES: CC(=O)OC[C@H](CO)OCC1=CC=CC=C1

Technology Process of (S)-(+)-2-O-benzylglycerol monoacetate

There total 17 articles about (S)-(+)-2-O-benzylglycerol monoacetate 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%

vinyl acetate (108-05-4,9003-20-7) + 2-O-benzylglycerol (14690-00-7) → (S)-2-(benzyloxy)-3-hydroxypropyl acetate (109429-01-8)

Guidance literature:

Lipase P; In 1,1,1-trichloroethane; at 8 ℃; for 4h;

Reference yield: 92.0%

vinyl acetate (108-05-4,9003-20-7) + 2-O-benzylglycerol (14690-00-7) → (S)-2-(benzyloxy)-3-hydroxypropyl acetate (109429-01-8) + <(R)-2-(benzyloxy)-3-hydroxypropyl> acetate (109429-00-7)

Guidance literature:

at 8 ℃; for 4h; Lipase P; with further acetates;

DOI:10.1016/S0040-4039(00)80711-X

Reference yield: 91.0%

(S)-2-(benzyloxy)-3-((4-methoxybenzyl)oxy)propyl acetate → (S)-2-(benzyloxy)-3-hydroxypropyl acetate (109429-01-8)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 0 - 25 ℃; Inert atmosphere;

DOI:10.1021/jacs.9b06830

upstream raw materials:

vinyl acetate

2-O-benzylglycerol

Isopropenyl acetate

2-methylpropyl acetate

Downstream raw materials:

(S)-1-O-acetyl-2-O-benzyl-3-O-tritylglycerol

(S)-1-O-Acetyl-2-O-benzyl-3-O-methoxymethylglycerol

(R)-1-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilylglycerol

(S)-2-O-benzyl-1-O--3-O-hexadecanoylglycerol