(S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-oxoethylbenzoate

Base Information

• Chemical Name: (S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-oxoethylbenzoate
• CAS No.: 94482-90-3
• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.278
• Mol file: 94482-90-3.mol

Synonyms:(S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-oxoethylbenzoate

Chemical Property of (S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-oxoethylbenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-oxoethylbenzoate

There total 7 articles about (S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-oxoethylbenzoate 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: 76.0%

(2S,4'S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-hydroxyethyl benzoate (94451-17-9) → (S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-oxoethylbenzoate (94482-90-3)

Guidance literature:

With chromium trioxide pyridine; In dichloromethane; Ambient temperature;

DOI:10.1246/bcsj.65.2814

Reference yield:

2-O-benzyl-3,4-O-isopropylidene-L-threitol (84379-53-3) → (S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-oxoethylbenzoate (94482-90-3)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: H₂ / 10percent Pd-C / ethanol / 50 °C

3: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 to -50 deg C, 1 h

With pyridine; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In ethanol;

DOI:10.1080/00021369.1984.10866525

Reference yield:

benzoyl chloride (98-88-4) → (S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-oxoethylbenzoate (94482-90-3)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: H₂ / 10percent Pd-C / ethanol / 50 °C

3: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 to -50 deg C, 1 h

With pyridine; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In ethanol;

DOI:10.1080/00021369.1984.10866525

upstream raw materials:

(2S,4'S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-hydroxyethyl benzoate

methyl (2R,3S)-3,4-O-isopropylidene-2,3,4-trihydroxybutanoate

2-O-benzyl-3,4-O-isopropylidene-L-threitol

benzoyl chloride

Downstream raw materials:

(2S,3S)-1-O-benzoyl-2-ethyl-3,4-O-isopropylidene-1,2,3,4-butanetetrol

(2R,3S)-1-O-benzoyl-2-ethyl-3,4-O-isopropylidene-1,2,3,4-butanetetrol

(2R,3S)-1-O-benzoyl-3,4-O-isopropylidene-2-methyl-1,2,3,4-butanetetrol

(2S,3S)-1-O-benzoyl-3,4-O-isopropylidene-2-methyl-1,2,3,4-butanetetrol