3-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-N-benzyloxycarbonyl-L-cysteine tetradecylamide

Base Information

Chemical Name:3-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-N-benzyloxycarbonyl-L-cysteine tetradecylamide
CAS No.:298712-58-0
Molecular Formula:C₃₉H₆₀N₂O₁₂S
Molecular Weight:780.978
Hs Code.:

Synonyms:3-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-N-benzyloxycarbonyl-L-cysteine tetradecylamide

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Chemical Property of 3-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-N-benzyloxycarbonyl-L-cysteine tetradecylamide

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Technology Process of 3-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-N-benzyloxycarbonyl-L-cysteine tetradecylamide

There total 3 articles about 3-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-N-benzyloxycarbonyl-L-cysteine tetradecylamide 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: 78.0%

: 298712-56-8
N-(benzyloxycarbonyl)-L-cysteine tetradecylamide

: 4163-60-4
β-D-galactose peracetate

: 298712-58-0
3-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-N-benzyloxycarbonyl-L-cysteine tetradecylamide

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1016/S0008-6215(00)00055-0

Reference yield:

: 2016-42-4
tetradecylamine

: 298712-58-0
3-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-N-benzyloxycarbonyl-L-cysteine tetradecylamide

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / DCC; HOBt / dimethylformamide / 1 h / 20 °C

2: 70 percent / dithiothreitol; Et₃N / CHCl₃ / 24 h / 20 °C

3: 78 percent / BF₃*OEt₂ / CH₂Cl₂ / 24 h / 20 °C

With boron trifluoride diethyl etherate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; diothiothreitol; In dichloromethane; chloroform; N,N-dimethyl-formamide; 1: Acylation / 2: Reduction / 3: glycosylation;
DOI:10.1016/S0008-6215(00)00055-0

Reference yield:

: 298712-65-9
N,N'-bis(benzyloxycarbonyl)-L-cystine bis(tetradecylamide)

: 298712-58-0
3-S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-N-benzyloxycarbonyl-L-cysteine tetradecylamide

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / dithiothreitol; Et₃N / CHCl₃ / 24 h / 20 °C

2: 78 percent / BF₃*OEt₂ / CH₂Cl₂ / 24 h / 20 °C

With boron trifluoride diethyl etherate; triethylamine; diothiothreitol; In dichloromethane; chloroform; 1: Reduction / 2: glycosylation;
DOI:10.1016/S0008-6215(00)00055-0