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

Base Information

• Chemical Name: (2S,4'S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-hydroxyethyl benzoate
• CAS No.: 94451-17-9
• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.294
• Mol file: 94451-17-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about (2S,4'S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-hydroxyethyl benzoate 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: 87.0%

(2S,3S)-1,2-O-isopropylidene-1,2,3,4-tetrol (91274-05-4) + benzoyl chloride (98-88-4) → (2S,4'S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-hydroxyethyl benzoate (94451-17-9)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(01)02120-7

Reference yield:

4-O-benzoyl-2-O-benzyl-1,2-O-isopropylidene-L-threitol (94451-15-7) → (2S,4'S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-hydroxyethyl benzoate (94451-17-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 50 ℃; Yield given;

DOI:10.1080/00021369.1984.10866525

Reference yield:

2-O-benzyl-3,4-O-isopropylidene-L-threitol (84379-53-3) → (2S,4'S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-hydroxyethyl benzoate (94451-17-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

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

With pyridine; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1080/00021369.1984.10866525

upstream raw materials:

(2S,3S)-1,2-O-isopropylidene-1,2,3,4-tetrol

benzoyl chloride

4-O-benzoyl-2-O-benzyl-1,2-O-isopropylidene-L-threitol

O³,O⁴-(1-methylethylidene)-L-threonic acid

Downstream raw materials:

Benzoic acid (S)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methanesulfonyloxy-ethyl ester

Toluene-4-sulfonic acid (R)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-hexadecyl ester

Toluene-4-sulfonic acid (S)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-undecyl ester

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