phenyl 2,3,6-tri-O-benzyl-4-O-isovaleroyl-1-thio-α-D-mannopyranoside S-oxide

Base Information

• Chemical Name: phenyl 2,3,6-tri-O-benzyl-4-O-isovaleroyl-1-thio-α-D-mannopyranoside S-oxide
• CAS No.: 1428318-09-5
• Molecular Formula: C₃₈H₄₂O₇S
• Molecular Weight: 642.813
• Mol file: 1428318-09-5.mol

Synonyms:phenyl 2,3,6-tri-O-benzyl-4-O-isovaleroyl-1-thio-α-D-mannopyranoside S-oxide

Chemical Property of phenyl 2,3,6-tri-O-benzyl-4-O-isovaleroyl-1-thio-α-D-mannopyranoside S-oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2,3,6-tri-O-benzyl-4-O-isovaleroyl-1-thio-α-D-mannopyranoside S-oxide

There total 2 articles about phenyl 2,3,6-tri-O-benzyl-4-O-isovaleroyl-1-thio-α-D-mannopyranoside S-oxide 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:

C38H42O6S (1428318-08-4) → phenyl 2,3,6-tri-O-benzyl-4-O-isovaleroyl-1-thio-α-D-mannopyranoside S-oxide (1428318-09-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -70 - -20 ℃; for 6h; Inert atmosphere;

DOI:10.1055/s-0032-1316820

Reference yield:

phenyl 2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranoside (316188-24-6) → phenyl 2,3,6-tri-O-benzyl-4-O-isovaleroyl-1-thio-α-D-mannopyranoside S-oxide (1428318-09-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; dmap / dichloromethane / 6 h / 0 °C / Inert atmosphere

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 6 h / -70 - -20 °C / Inert atmosphere

With dmap; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1055/s-0032-1316820

Reference yield: 52.0%

phenyl 2,3,6-tri-O-benzyl-4-O-isovaleroyl-1-thio-α-D-mannopyranoside S-oxide (1428318-09-5) + phenyl 2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranoside (316188-24-6) → phenyl 2,3,6-tri-O-benzyl-4-O-(2′,3′,6′-tri-O-benzyl-4′-O-isovaleroyl-α-D-mannopyranosyl)-1-thio-α-D-mannopyranoside (1428318-10-8)

Guidance literature:

phenyl 2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranoside; With 2,6-di-tert-butyl-pyridine; 1,2-dimethoxy-4-(2-propenyl)benzene; In dichloromethane; at 20 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

phenyl 2,3,6-tri-O-benzyl-4-O-isovaleroyl-1-thio-α-D-mannopyranoside S-oxide; With trifluoromethylsulfonic anhydride; In dichloromethane; at -70 - -25 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0032-1316820

upstream raw materials:

phenyl 2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

C₃₈H₄₂O₆S

Downstream raw materials:

phenyl 2,3,6-tri-O-benzyl-4-O-(2′,3′,6′-tri-O-benzyl-4′-O-isovaleroyl-α-D-mannopyranosyl)-1-thio-α-D-mannopyranoside