ethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: ethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside
• CAS No.: 153223-32-6
• Molecular Formula: C₂₉H₂₈O₇S
• Molecular Weight: 520.603
• Mol file: 153223-32-6.mol

Synonyms:ethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Chemical Property of ethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

There total 2 articles about ethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside 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: 13.0%

benzoyl chloride (98-88-4) + ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside (20701-61-5,56119-28-9,131564-36-8,142924-31-0,151123-92-1,141899-53-8) → ethyl 2-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (142819-18-9) + ethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (153223-32-6)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; at -5 - 0 ℃; for 0.5h;

Reference yield:

benzoyl chloride (98-88-4) + S-ethyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside (142924-31-0) → ethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (153223-32-6)

Guidance literature:

With pyridine; for 2h; Yield given; Ambient temperature;

Reference yield: 87.0%

methyl 2-O-benzyl-(R)-4,6-O-benzylidene-α-D-mannopyranoside (15038-71-8,15384-58-4,23392-29-2,40653-23-4,57539-07-8,76375-66-1,81872-62-0,86363-45-3,90639-38-6,108739-91-9,116002-34-7,130192-76-6,131433-04-0,141115-75-5,78185-83-8) + ethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (153223-32-6) → methyl O-(2,3-di-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (187159-75-7)

Guidance literature:

With 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triethylamine; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1016/S0968-0896(96)00168-X

upstream raw materials:

benzoyl chloride

ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside

S-ethyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Downstream raw materials:

2-(p-trifluoroacetamidophenyl)ethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside

methyl O-(2,3-di-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

methyl O-(2,3-di-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranosyl)-(1->3)-O-(4,6-O-benzylidene-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

(2R,4aR,6R,7S,8R,8aS)-6-((2R,4aR,6S,7S,8S,8aR)-7-Benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol