(3R,4S,5S)-2-methoxy-4-((4-methylphenyl)carbonyloxy)-5-(((4-methylphenyl)carbonyloxy)methyl)oxolan-3-yl 4-methylbenzoate

Base Information

• Chemical Name: (3R,4S,5S)-2-methoxy-4-((4-methylphenyl)carbonyloxy)-5-(((4-methylphenyl)carbonyloxy)methyl)oxolan-3-yl 4-methylbenzoate
• CAS No.: 212499-68-8
• Molecular Formula: C₃₀H₃₀O₈
• Molecular Weight: 518.563
• Mol file: 212499-68-8.mol

Synonyms:(3R,4S,5S)-2-methoxy-4-((4-methylphenyl)carbonyloxy)-5-(((4-methylphenyl)carbonyloxy)methyl)oxolan-3-yl 4-methylbenzoate

Chemical Property of (3R,4S,5S)-2-methoxy-4-((4-methylphenyl)carbonyloxy)-5-(((4-methylphenyl)carbonyloxy)methyl)oxolan-3-yl 4-methylbenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4S,5S)-2-methoxy-4-((4-methylphenyl)carbonyloxy)-5-(((4-methylphenyl)carbonyloxy)methyl)oxolan-3-yl 4-methylbenzoate

There total 2 articles about (3R,4S,5S)-2-methoxy-4-((4-methylphenyl)carbonyloxy)-5-(((4-methylphenyl)carbonyloxy)methyl)oxolan-3-yl 4-methylbenzoate 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:

4-methyl-benzoyl chloride (874-60-2) + (2S,3R,4R)-2-(hydroxymethyl)-5-methoxytetrahydrofuran-3,4-diol (13039-64-0) → (3R,4S,5S)-2-methoxy-4-((4-methylphenyl)carbonyloxy)-5-(((4-methylphenyl)carbonyloxy)methyl)oxolan-3-yl 4-methylbenzoate (212499-68-8)

Guidance literature:

With pyridine;

DOI:10.1021/ol990838v

Reference yield:

L-arabinose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) → (3R,4S,5S)-2-methoxy-4-((4-methylphenyl)carbonyloxy)-5-(((4-methylphenyl)carbonyloxy)methyl)oxolan-3-yl 4-methylbenzoate (212499-68-8)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl

2: pyridine

With pyridine; hydrogenchloride;

DOI:10.1021/ol990838v

Reference yield:

(3R,4S,5S)-2-methoxy-4-((4-methylphenyl)carbonyloxy)-5-(((4-methylphenyl)carbonyloxy)methyl)oxolan-3-yl 4-methylbenzoate (212499-68-8) → (3R,4S,5S)-2-bromo-4-((4-methylphenyl)carbonyloxy)-5-(((4-methylphenyl)carbonyloxy)methyl)oxolan-3-yl 4-methylbenzoate

Guidance literature:

With hydrogen bromide; acetic acid; In toluene; at 25 ℃; for 2h;

upstream raw materials:

4-methyl-benzoyl chloride

(2S,3R,4R)-2-(hydroxymethyl)-5-methoxytetrahydrofuran-3,4-diol

L-arabinose

Downstream raw materials:

C₂₉H₂₇O₇Br

C₂₉H₂₇O₇SC₆H₅

3,5-di-O-(4-methylbenzoyl)-2-deoxy-α-L-erythro-pentofuranosyl chloride