2-O-acetyl-3,4,6-tri-O-benzyl-1-O-(N-phenyltrifluoroacetimidoyl)-α-D-mannopyranoside

Base Information

• Chemical Name: 2-O-acetyl-3,4,6-tri-O-benzyl-1-O-(N-phenyltrifluoroacetimidoyl)-α-D-mannopyranoside
• CAS No.: 1040282-48-1
• Molecular Formula: C₃₇H₃₆F₃NO₇
• Molecular Weight: 663.691
• Mol file: 1040282-48-1.mol

Synonyms:2-O-acetyl-3,4,6-tri-O-benzyl-1-O-(N-phenyltrifluoroacetimidoyl)-α-D-mannopyranoside

Chemical Property of 2-O-acetyl-3,4,6-tri-O-benzyl-1-O-(N-phenyltrifluoroacetimidoyl)-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-O-acetyl-3,4,6-tri-O-benzyl-1-O-(N-phenyltrifluoroacetimidoyl)-α-D-mannopyranoside

There total 1 articles about 2-O-acetyl-3,4,6-tri-O-benzyl-1-O-(N-phenyltrifluoroacetimidoyl)-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: 90.0%

2-O-acetyl-3,4,6-tri-O-benzyl-D-mannopyranoside (129214-38-6) + 2,2,2-trifluoro-N-phenyl-acetimidoyl chloride (61881-19-4) → 2-O-acetyl-3,4,6-tri-O-benzyl-1-O-(N-phenyltrifluoroacetimidoyl)-α-D-mannopyranoside (1040282-48-1)

Guidance literature:

With caesium carbonate; In acetone; at 0 - 20 ℃; for 6h;

DOI:10.1002/cplu.201500004

Reference yield: 84.0%

2-O-acetyl-3,4,6-tri-O-benzyl-1-O-(N-phenyltrifluoroacetimidoyl)-α-D-mannopyranoside (1040282-48-1) + phenyl 2,4-di-O-benzyl-1-phenylthio-α-D-mannopyranoside (210295-06-0) → phenyl 2,4-O-dibenzyl-3-O-(2-O-acetyl-3,4,6-O-tribenzyl-α-D-mannopyranosyl)-6-O-(2-O-acetyl-3,4,6-O-tribenzyl-α-D-mannopyranosyl)-1-thio-α-D-mannopyranoside

Guidance literature:

2-O-acetyl-3,4,6-tri-O-benzyl-1-O-(N-phenyltrifluoroacetimidoyl)-α-D-mannopyranoside; phenyl 2,4-di-O-benzyl-1-phenylthio-α-D-mannopyranoside; In dichloromethane; at 20 ℃; for 0.5h; Molecular sieve;

With trifluorormethanesulfonic acid; In dichloromethane; at -40 - 0 ℃; Molecular sieve;

DOI:10.1002/cplu.201500004

Reference yield: 40.0%

C9H17O2Pol + 2-O-acetyl-3,4,6-tri-O-benzyl-1-O-(N-phenyltrifluoroacetimidoyl)-α-D-mannopyranoside (1040282-48-1) + C38H50O9Si (1040282-31-2) → C80H88O16 + C80H88O16

Guidance literature:

C₉H₁₇O₂Pol; 2-O-acetyl-3,4,6-tri-O-benzyl-1-O-(N-phenyltrifluoroacetimidoyl)-α-D-mannopyranoside; With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -10 ℃; Automated synthesizer;

With piperidine; In N,N-dimethyl-formamide;

C₃₈H₅₀O₉Si; optical yield given as %de; Further stages;

DOI:10.1002/chem.200701864

upstream raw materials:

2-O-acetyl-3,4,6-tri-O-benzyl-D-mannopyranoside

2,2,2-trifluoro-N-phenyl-acetimidoyl chloride

Downstream raw materials:

C₈₆H₉₂O₁₆