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

Base Information

• Chemical Name: Benzoic acid (2R,3R,4S,5S,6S)-3-benzyloxy-2-benzyloxymethyl-6-methoxy-5-(toluene-4-sulfonyloxy)-tetrahydro-pyran-4-yl ester
• CAS No.: 102804-06-8
• Molecular Formula: C₃₅H₃₆O₉S
• Molecular Weight: 632.731
• Mol file: 102804-06-8.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

methyl 4,6-di-O-benzyl-α-D-mannopyranoside (73045-57-5) → Benzoic acid (2R,3R,4S,5S,6S)-3-benzyloxy-2-benzyloxymethyl-6-methoxy-5-(toluene-4-sulfonyloxy)-tetrahydro-pyran-4-yl ester (102804-06-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / sodium hydride, cupric chloride / various solvent(s) / 1.) 1 h, reflux, 2.) overnight, room temperature

With sodium hydride; copper dichloride; In various solvent(s);

DOI:10.1016/S0008-6215(00)90642-6

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → Benzoic acid (2R,3R,4S,5S,6S)-3-benzyloxy-2-benzyloxymethyl-6-methoxy-5-(toluene-4-sulfonyloxy)-tetrahydro-pyran-4-yl ester (102804-06-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / 5percent sodium hydroxide / tetrabutylammonium hydrogensulfate / CH₂Cl₂ / Ambient temperature

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane;

DOI:10.1016/S0008-6215(00)90642-6

Reference yield:

benzoyl chloride (98-88-4) → Benzoic acid (2R,3R,4S,5S,6S)-3-benzyloxy-2-benzyloxymethyl-6-methoxy-5-(toluene-4-sulfonyloxy)-tetrahydro-pyran-4-yl ester (102804-06-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / sodium hydride, cupric chloride / various solvent(s) / 1.) 1 h, reflux, 2.) overnight, room temperature

With sodium hydride; copper dichloride; In various solvent(s);

DOI:10.1016/S0008-6215(00)90642-6

upstream raw materials:

benzoyl chloride

Toluene-4-sulfonic acid (2S,3S,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-hydroxy-2-methoxy-tetrahydro-pyran-3-yl ester

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

p-toluenesulfonyl chloride