methyl (2-acetamido-4-O-tert-butyldimethylsilyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside

Base Information

Chemical Name:methyl (2-acetamido-4-O-tert-butyldimethylsilyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside
CAS No.:1363497-39-5
Molecular Formula:C₃₉H₅₂N₂O₁₃Si
Molecular Weight:784.933
Hs Code.:

methyl (2-acetamido-4-O-tert-butyldimethylsilyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside

Synonyms:methyl (2-acetamido-4-O-tert-butyldimethylsilyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside

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Chemical Property of methyl (2-acetamido-4-O-tert-butyldimethylsilyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside

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Technology Process of methyl (2-acetamido-4-O-tert-butyldimethylsilyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside

There total 8 articles about methyl (2-acetamido-4-O-tert-butyldimethylsilyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside 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: 72.0%

: 1363497-36-2
methyl 2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside

: 1363497-23-7
para-tolyl 2-acetamido-4-O-tert-butyldimethylsilyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-1-thio-α-D-galactopyranoside

: 1363497-39-5
methyl (2-acetamido-4-O-tert-butyldimethylsilyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside

Guidance literature:: para-tolyl 2-acetamido-4-O-tert-butyldimethylsilyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-1-thio-α-D-galactopyranoside; With trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at -72 ℃; for 0.0833333h; Molecular sieve; Inert atmosphere;

methyl 2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside; In dichloromethane; at -72 - 20 ℃; for 2h; diastereoselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1002/chem.201102615

Reference yield:

: 1242060-81-6
p-tolyl 2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-1-thio-α-D-galactopyranoside

: 1363497-39-5
methyl (2-acetamido-4-O-tert-butyldimethylsilyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 48 h / 70 °C

2.1: trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.08 h / -72 °C / Molecular sieve; Inert atmosphere

2.2: 2 h / -72 - 20 °C / Molecular sieve; Inert atmosphere

With 1H-imidazole; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.201102615

Reference yield:

: C₁₅H₁₇NO₆

: 1363497-39-5
methyl (2-acetamido-4-O-tert-butyldimethylsilyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine; dmap / 1 h / 0 - 20 °C

2.1: triethylsilane; trifluorormethanesulfonic acid / dichloromethane / 1 h / -72 °C / Molecular sieve; Inert atmosphere

3.1: trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.08 h / -72 °C / Molecular sieve; Inert atmosphere

3.2: 2 h / -72 - 20 °C / Molecular sieve; Inert atmosphere

With pyridine; triethylsilane; dmap; trifluorormethanesulfonic acid; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane;
DOI:10.1002/chem.201102615