2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-4-O-mesyl-6-O-(4-methoxybenzyl)-β-D-glucopyranosylamine

Base Information

• Chemical Name: 2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-4-O-mesyl-6-O-(4-methoxybenzyl)-β-D-glucopyranosylamine
• CAS No.: 678142-27-3
• Molecular Formula: C₃₇H₄₁NO₁₄S
• Molecular Weight: 755.797
• Mol file: 678142-27-3.mol

Synonyms:2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-4-O-mesyl-6-O-(4-methoxybenzyl)-β-D-glucopyranosylamine

Chemical Property of 2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-4-O-mesyl-6-O-(4-methoxybenzyl)-β-D-glucopyranosylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-4-O-mesyl-6-O-(4-methoxybenzyl)-β-D-glucopyranosylamine

There total 2 articles about 2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-4-O-mesyl-6-O-(4-methoxybenzyl)-β-D-glucopyranosylamine 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:

N-(2,2-di(ethoxycarbonyl)vinyl)-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosylamine (678142-24-0) → 2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-4-O-mesyl-6-O-(4-methoxybenzyl)-β-D-glucopyranosylamine (678142-27-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / pyridine / 24 h / 20 °C

2: 68 percent / sodium cyanoborohydride; acetic acid / 2.5 h / 20 °C

3: 85 percent / pyridine / 24 h / 20 °C

With pyridine; sodium cyanoborohydride; acetic acid;

DOI:10.1016/j.tetasy.2004.01.003

Reference yield:

2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosylamine (678142-25-1) → 2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-4-O-mesyl-6-O-(4-methoxybenzyl)-β-D-glucopyranosylamine (678142-27-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / sodium cyanoborohydride; acetic acid / 2.5 h / 20 °C

2: 85 percent / pyridine / 24 h / 20 °C

With pyridine; sodium cyanoborohydride; acetic acid;

DOI:10.1016/j.tetasy.2004.01.003

Reference yield: 66.0%

2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-4-O-mesyl-6-O-(4-methoxybenzyl)-β-D-glucopyranosylamine (678142-27-3) → 1,4-anhydro-2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-6-O-(4-methoxybenzyl)-β-D-glucopyranosylamine (610314-51-7)

Guidance literature:

With sodium methylate; In N,N-dimethyl-formamide; at 40 ℃; for 0.25h; under 20 Torr;

DOI:10.1016/j.tetasy.2004.01.003

upstream raw materials:

N-(2,2-di(ethoxycarbonyl)vinyl)-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosylamine

2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosylamine

Downstream raw materials:

1,4-anhydro-2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-6-O-(4-methoxybenzyl)-β-D-glucopyranosylamine

(1S,3S,5S,6R,7S,7aS)-6,7-dibenzoyloxy-3-di(ethoxycarbonyl)methyl-5-ethylthio-1-(p-methoxybenzyl)oxymethyl-2-oxapyrrolizidine

(2S,3S,4S,1'S)-1-acetyl-3,4-dihydroxy-2-(1'-hydroxy-2'-(p-methoxybenzyloxy)ethyl)pyrrolidine

C₃₀H₃₁NO₈