phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6-O-trityl-α-D-mannopyranoside

Base Information

• Chemical Name: phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6-O-trityl-α-D-mannopyranoside
• CAS No.: 1421832-60-1
• Molecular Formula: C₅₂H₄₆O₆S
• Molecular Weight: 799
• Mol file: 1421832-60-1.mol

Synonyms:phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6-O-trityl-α-D-mannopyranoside

Chemical Property of phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6-O-trityl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6-O-trityl-α-D-mannopyranoside

There total 2 articles about phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6-O-trityl-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:

phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside → phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6-O-trityl-α-D-mannopyranoside (1421832-60-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / dichloromethane; methanol / 18 h / 20 °C / Inert atmosphere

2.1: pyridine; dmap / 23 h / 20 °C / Inert atmosphere

2.2: 6.5 h / 20 °C / Inert atmosphere

With pyridine; dmap; toluene-4-sulfonic acid; In methanol; dichloromethane;

DOI:10.1021/jo302455d

Reference yield:

trityl chloride (76-83-5) + benzoyl chloride (98-88-4) + phenyl 2,3-di-O-benzyl-1-thio-α-D-mannopyranoside (449761-78-8) → phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6-O-trityl-α-D-mannopyranoside (1421832-60-1)

Guidance literature:

trityl chloride; phenyl 2,3-di-O-benzyl-1-thio-α-D-mannopyranoside; With pyridine; dmap; at 20 ℃; for 23h; Inert atmosphere;

benzoyl chloride; at 20 ℃; for 6.5h; Inert atmosphere;

DOI:10.1021/jo302455d

Reference yield: 92.0%

phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6-O-trityl-α-D-mannopyranoside (1421832-60-1) → phenylthio 2,3-di-O-benzyl-4-O-benzoyl-α-D-mannopyranoside (1421832-64-5)

Guidance literature:

With trifluoroacetic acid; trifluoroacetic anhydride; In dichloromethane; at 4 ℃; Inert atmosphere;

DOI:10.1021/jo302455d

upstream raw materials:

trityl chloride

benzoyl chloride

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

Downstream raw materials:

phenylthio 2,3-di-O-benzyl-4-O-benzoyl-α-D-mannopyranoside

(E)-phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-6-eno-8-ulo-pyranoside

(E)-phenylthio 2,3-di-O-benzyl-4,6,7-trideoxy-8-C-phenyl-α-L-erythro-oct-6-eno-8-ulo-pyranoside

phenylthio 4-O-benzoyl-2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside