p-nitrophenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Base Information

• Chemical Name: p-nitrophenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside
• CAS No.: 93979-05-6
• Molecular Formula: C₆₀H₄₉NO₁₈
• Molecular Weight: 1072.04
• Mol file: 93979-05-6.mol

Synonyms:p-nitrophenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Chemical Property of p-nitrophenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-nitrophenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside

There total 3 articles about p-nitrophenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-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: 61.0%

2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide (14218-11-2,14218-30-5,61198-88-7,108438-33-1,108836-02-8,114682-36-9,127305-34-4,151377-77-4) + p-nitrophenyl 2-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside (81562-01-8,94063-92-0) → p-nitrophenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside (93979-05-6)

Guidance literature:

With 2,4,6-trimethyl-pyridine; silver trifluoromethanesulfonate; In nitromethane; toluene; at -25 ℃; for 0.25h;

DOI:10.1016/0008-6215(84)85024-7

Reference yield:

p-nitrophenyl 4,6-O-benzylidene-α-D-mannopyranoside (58056-41-0) → p-nitrophenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside (93979-05-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / p-toluenesulfonic acid / dimethylformamide / 48 h / Ambient temperature

2: 61 percent / silver triflate, 2,4,6-collidine / toluene; nitromethane / 0.25 h / -25 °C

With 2,4,6-trimethyl-pyridine; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; In nitromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/0008-6215(84)85024-7

Reference yield:

orthobenzoic acid trimethyl ester (707-07-3) → p-nitrophenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside (93979-05-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / p-toluenesulfonic acid / dimethylformamide / 48 h / Ambient temperature

2: 61 percent / silver triflate, 2,4,6-collidine / toluene; nitromethane / 0.25 h / -25 °C

With 2,4,6-trimethyl-pyridine; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; In nitromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/0008-6215(84)85024-7

upstream raw materials:

2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide

p-nitrophenyl 2-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside

p-nitrophenyl 4,6-O-benzylidene-α-D-mannopyranoside

orthobenzoic acid trimethyl ester

Downstream raw materials:

p-nitrophenyl 3-O-α-D-mannopyranosyl-α-D-mannopyranoside