Benzoic acid (2R,3R,4S,5R,6S)-6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Benzoic acid (2R,3R,4S,5R,6S)-6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester
• CAS No.: 178319-10-3
• Molecular Formula: C₃₈H₄₀O₈
• Molecular Weight: 624.731
• Mol file: 178319-10-3.mol

Synonyms:Benzoic acid (2R,3R,4S,5R,6S)-6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester

Chemical Property of Benzoic acid (2R,3R,4S,5R,6S)-6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (2R,3R,4S,5R,6S)-6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester

There total 3 articles about Benzoic acid (2R,3R,4S,5R,6S)-6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester 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:

allyl 2,6-di-O-benzyl-α-D-galactopyranoside (37111-91-4) → Benzoic acid (2R,3R,4S,5R,6S)-6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester (178319-10-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) dibutyltin oxide, tetrabutylammonium bromide / 1.) acetonitrile, reflux, 3 h, 2.) acetonitrile, reflux, 12 h

2: pyridine / 3 h / 20 °C

3: 8.2 g / dimethylformamide / 6 h / Heating

With pyridine; tetrabutylammomium bromide; di(n-butyl)tin oxide; In N,N-dimethyl-formamide;

DOI:10.1071/CH9960305

Reference yield:

p-methoxybenzyl chloride (824-94-2) → Benzoic acid (2R,3R,4S,5R,6S)-6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester (178319-10-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) dibutyltin oxide, tetrabutylammonium bromide / 1.) acetonitrile, reflux, 3 h, 2.) acetonitrile, reflux, 12 h

2: pyridine / 3 h / 20 °C

3: 8.2 g / dimethylformamide / 6 h / Heating

With pyridine; tetrabutylammomium bromide; di(n-butyl)tin oxide; In N,N-dimethyl-formamide;

DOI:10.1071/CH9960305

Reference yield:

allyl 2,6-di-O-benzyl-3-O-p-methoxybenzyl-α-D-galactopyranoside (178319-02-3) → Benzoic acid (2R,3R,4S,5R,6S)-6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester (178319-10-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 3 h / 20 °C

2: 8.2 g / dimethylformamide / 6 h / Heating

With pyridine; In N,N-dimethyl-formamide;

DOI:10.1071/CH9960305

upstream raw materials:

allyl 2,6-di-O-benzyl-α-D-galactopyranoside

p-methoxybenzyl chloride

allyl 2,6-di-O-benzyl-3-O-p-methoxybenzyl-α-D-galactopyranoside

Downstream raw materials:

allyl 3,4-di-O-acetyl-2,6-di-O-benzyl-α-D-glucopyranoside

(Z)-prop-1'-enyl 2,6-di-O-benzyl-α-D-glucopyranoside

allyl 2,6-di-O-benzyl-α-D-glucopyranoside

(Z)-prop-1'-enyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside