2-[N-(benzyloxycarbonyl)amino]ethyl (2,3-di-O-acetyl-4-azido-4,6-dideoxy-β-D-glucopyranosyl)-(1→3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:2-[N-(benzyloxycarbonyl)amino]ethyl (2,3-di-O-acetyl-4-azido-4,6-dideoxy-β-D-glucopyranosyl)-(1→3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside
CAS No.:1403682-92-7
Molecular Formula:C₄₀H₄₆N₄O₁₃
Molecular Weight:790.824
Hs Code.:

Synonyms:2-[N-(benzyloxycarbonyl)amino]ethyl (2,3-di-O-acetyl-4-azido-4,6-dideoxy-β-D-glucopyranosyl)-(1→3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

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Chemical Property of 2-[N-(benzyloxycarbonyl)amino]ethyl (2,3-di-O-acetyl-4-azido-4,6-dideoxy-β-D-glucopyranosyl)-(1→3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

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Technology Process of 2-[N-(benzyloxycarbonyl)amino]ethyl (2,3-di-O-acetyl-4-azido-4,6-dideoxy-β-D-glucopyranosyl)-(1→3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

There total 3 articles about 2-[N-(benzyloxycarbonyl)amino]ethyl (2,3-di-O-acetyl-4-azido-4,6-dideoxy-β-D-glucopyranosyl)-(1→3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside 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: 80.0%

: 1206451-70-8
2-[(N-benzyloxycarbonyl)amino]ethyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

: 485809-80-1
4-azido-2,3-di-O-acetyl-4,6-dideoxy-α-D-glucopyranosyl trichloroacetimidate

: 1403682-92-7
2-[N-(benzyloxycarbonyl)amino]ethyl (2,3-di-O-acetyl-4-azido-4,6-dideoxy-β-D-glucopyranosyl)-(1→3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 - -20 ℃; for 1h; Molecular sieve; Inert atmosphere;
DOI:10.1039/c2ob26131f

Reference yield:

: 1314865-02-5
methyl 2-O-acetyl-4-azido-4,6-dideoxy-α-D-glucopyranoside

: 1403682-92-7
2-[N-(benzyloxycarbonyl)amino]ethyl (2,3-di-O-acetyl-4-azido-4,6-dideoxy-β-D-glucopyranosyl)-(1→3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: sulfuric acid; acetic acid / 6 h / 20 °C

2: benzylamine / tetrahydrofuran / 20 °C / Inert atmosphere

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / 0 - 20 °C

4: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -40 - -20 °C / Molecular sieve; Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; sulfuric acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; benzylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c2ob26131f

Reference yield:

: 1403682-90-5
C₁₂H₁₇N₃O₇

: 1403682-92-7
2-[N-(benzyloxycarbonyl)amino]ethyl (2,3-di-O-acetyl-4-azido-4,6-dideoxy-β-D-glucopyranosyl)-(1→3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: benzylamine / tetrahydrofuran / 20 °C / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / 0 - 20 °C

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -40 - -20 °C / Molecular sieve; Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; benzylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c2ob26131f