phenyl-2,3-di(O-benzoyl)-4,6-O-benzylidene-α-D-mannopyranosyl-(1→3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:phenyl-2,3-di(O-benzoyl)-4,6-O-benzylidene-α-D-mannopyranosyl-(1→3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside
CAS No.:1644134-00-8
Molecular Formula:C₄₈H₄₄O₁₃S
Molecular Weight:860.936
Hs Code.:

Synonyms:phenyl-2,3-di(O-benzoyl)-4,6-O-benzylidene-α-D-mannopyranosyl-(1→3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

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Chemical Property of phenyl-2,3-di(O-benzoyl)-4,6-O-benzylidene-α-D-mannopyranosyl-(1→3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

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Technology Process of phenyl-2,3-di(O-benzoyl)-4,6-O-benzylidene-α-D-mannopyranosyl-(1→3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

There total 3 articles about phenyl-2,3-di(O-benzoyl)-4,6-O-benzylidene-α-D-mannopyranosyl-(1→3)-2-O-acetyl-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: 82.0%

: 340161-12-8
phenyl 2-O-acetyl-4,6-O-banelidene-1-thio-α-D-mannopyranoside

: phenyl-2,3-di(O-benzoyl)-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 1644134-00-8
phenyl-2,3-di(O-benzoyl)-4,6-O-benzylidene-α-D-mannopyranosyl-(1→3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Guidance literature:: phenyl-2,3-di(O-benzoyl)-4,6-O-benzylidene-1-thio-α-D-mannopyranoside; With 1-benzenesulfinyl piperidine; In dichloromethane; at 20 ℃; for 0.25h; Molecular sieve; Inert atmosphere;

With trifluoromethylsulfonic anhydride; In dichloromethane; at -60 ℃; for 0.333333h;

phenyl 2-O-acetyl-4,6-O-banelidene-1-thio-α-D-mannopyranoside; In dichloromethane; at -78 ℃; for 0.75h;
DOI:10.3762/bjoc.10.153

Reference yield:

: 159407-19-9
phenyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 1644134-00-8
phenyl-2,3-di(O-benzoyl)-4,6-O-benzylidene-α-D-mannopyranosyl-(1→3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: camphor-10-sulfonic acid / acetonitrile / 0 - 20 °C

1.2: 25 °C

2.1: 1-benzenesulfinyl piperidine / dichloromethane / 0.25 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 0.33 h / -60 °C

2.3: 0.75 h / -78 °C

With 1-benzenesulfinyl piperidine; camphor-10-sulfonic acid; In dichloromethane; acetonitrile;
DOI:10.3762/bjoc.10.153

Reference yield:

: 98-88-4
benzoyl chloride

: 1644134-00-8
phenyl-2,3-di(O-benzoyl)-4,6-O-benzylidene-α-D-mannopyranosyl-(1→3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine / 0 - 20 °C

2.1: 1-benzenesulfinyl piperidine / dichloromethane / 0.25 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 0.33 h / -60 °C

2.3: 0.75 h / -78 °C

With pyridine; 1-benzenesulfinyl piperidine; In dichloromethane;
DOI:10.3762/bjoc.10.153