1-O-2-S-[1'-trimethylsilylethoxycarbonyl-2'-(4'-t-butoxycarbonylamino)-benzylpropionate-1'-2'-ethenyl]-3,4,6-di-O-benzyl-α-D-glucopyranoside

Base Information

• Chemical Name: 1-O-2-S-[1'-trimethylsilylethoxycarbonyl-2'-(4'-t-butoxycarbonylamino)-benzylpropionate-1'-2'-ethenyl]-3,4,6-di-O-benzyl-α-D-glucopyranoside
• CAS No.: 766514-52-7
• Molecular Formula: C₅₀H₆₁NO₁₁SSi
• Molecular Weight: 912.186
• Mol file: 766514-52-7.mol

Synonyms:1-O-2-S-[1'-trimethylsilylethoxycarbonyl-2'-(4'-t-butoxycarbonylamino)-benzylpropionate-1'-2'-ethenyl]-3,4,6-di-O-benzyl-α-D-glucopyranoside

Chemical Property of 1-O-2-S-[1'-trimethylsilylethoxycarbonyl-2'-(4'-t-butoxycarbonylamino)-benzylpropionate-1'-2'-ethenyl]-3,4,6-di-O-benzyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-2-S-[1'-trimethylsilylethoxycarbonyl-2'-(4'-t-butoxycarbonylamino)-benzylpropionate-1'-2'-ethenyl]-3,4,6-di-O-benzyl-α-D-glucopyranoside

There total 3 articles about 1-O-2-S-[1'-trimethylsilylethoxycarbonyl-2'-(4'-t-butoxycarbonylamino)-benzylpropionate-1'-2'-ethenyl]-3,4,6-di-O-benzyl-α-D-glucopyranoside 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: 35.0%

2-tert-butoxycarbonylamino-4-oxo-hexanedioic acid 1-benzyl ester 6-(2-trimethylsilanyl-ethyl) ester (766514-48-1) + 3,4,6-tri-O-benzyl-D-glucal (55628-54-1) → 1-O-2-S-[1'-trimethylsilylethoxycarbonyl-2'-(4'-t-butoxycarbonylamino)-benzylpropionate-1'-2'-ethenyl]-3,4,6-di-O-benzyl-α-D-glucopyranoside (766514-52-7)

Guidance literature:

With pyridine; phthalimidesulfenyl chloride; In chloroform; at 40 ℃;

DOI:10.1021/jo049441h

Reference yield:

2-(Trimethylsilyl)ethanol (2916-68-9) → 1-O-2-S-[1'-trimethylsilylethoxycarbonyl-2'-(4'-t-butoxycarbonylamino)-benzylpropionate-1'-2'-ethenyl]-3,4,6-di-O-benzyl-α-D-glucopyranoside (766514-52-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / benzene / Heating

2: 35 percent / pyridine; phthalimidesulfenyl chloride / CHCl₃ / 40 °C

With pyridine; phthalimidesulfenyl chloride; In chloroform; benzene;

DOI:10.1021/jo049441h

Reference yield:

2-tert-butoxycarbonylamino-4-(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-4-hydroxy-butyric acid benzyl ester (844644-72-0) → 1-O-2-S-[1'-trimethylsilylethoxycarbonyl-2'-(4'-t-butoxycarbonylamino)-benzylpropionate-1'-2'-ethenyl]-3,4,6-di-O-benzyl-α-D-glucopyranoside (766514-52-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / benzene / Heating

2: 35 percent / pyridine; phthalimidesulfenyl chloride / CHCl₃ / 40 °C

With pyridine; phthalimidesulfenyl chloride; In chloroform; benzene;

DOI:10.1021/jo049441h

upstream raw materials:

2-tert-butoxycarbonylamino-4-oxo-hexanedioic acid 1-benzyl ester 6-(2-trimethylsilanyl-ethyl) ester

3,4,6-tri-O-benzyl-D-glucal

2-(Trimethylsilyl)ethanol

2-tert-butoxycarbonylamino-4-(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-4-hydroxy-butyric acid benzyl ester