N-<2-O-<2-acetamido-4,6-O-benzylidene-N-(tert-butoxycarbonyl)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine methyl ester

Base Information

Chemical Name:N-<2-O-<2-acetamido-4,6-O-benzylidene-N-(tert-butoxycarbonyl)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine methyl ester
CAS No.:122996-50-3
Molecular Formula:C₃₂H₄₇N₅O₁₁
Molecular Weight:677.752
Hs Code.:

N-<2-O-<2-acetamido-4,6-O-benzylidene-N-(tert-butoxycarbonyl)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine methyl ester

Synonyms:N-<2-O-<2-acetamido-4,6-O-benzylidene-N-(tert-butoxycarbonyl)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine methyl ester

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Chemical Property of N-<2-O-<2-acetamido-4,6-O-benzylidene-N-(tert-butoxycarbonyl)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine methyl ester

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Technology Process of N-<2-O-<2-acetamido-4,6-O-benzylidene-N-(tert-butoxycarbonyl)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine methyl ester

There total 3 articles about N-<2-O-<2-acetamido-4,6-O-benzylidene-N-(tert-butoxycarbonyl)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine methyl ester 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:

: 133697-23-1
2-azido-4,6-O-benzylidene-N-(tert-butoxycarbonyl)-1,2,5-trideoxy-1,5-imino-D-glucitol

: 122996-50-3
N-<2-O-<2-acetamido-4,6-O-benzylidene-N-(tert-butoxycarbonyl)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1) NaH / 1) paraffin oil, dioxane, 60 deg C, 1h, 2) dioxane, 60 deg C, 4h

2: 1) N-hydroxysuccinimide, dicyclohexylcarbodiimide, 2) Et₃N / 1) dioxane, 1 h, r.t., 2) 2 h, r.t.

3: 1) H₂ / 1) 10percent Pd-C / 1) MeOH, EtOH, AcOH, 2 h, 2) MeOH, 1 h, r.t.

With 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; sodium hydride; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal;
DOI:10.1016/0008-6215(90)80109-G

Reference yield:

: 2-azido-4,6-O-benzylidene-N-(tert-butoxycarbonyl)-3-O-(D-1-carboxyethyl)-1,2,5-trideoxy-1,5-imino-D-glucitol

: 122996-50-3
N-<2-O-<2-acetamido-4,6-O-benzylidene-N-(tert-butoxycarbonyl)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1) N-hydroxysuccinimide, dicyclohexylcarbodiimide, 2) Et₃N / 1) dioxane, 1 h, r.t., 2) 2 h, r.t.

2: 1) H₂ / 1) 10percent Pd-C / 1) MeOH, EtOH, AcOH, 2 h, 2) MeOH, 1 h, r.t.

With 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal;
DOI:10.1016/0008-6215(90)80109-G

Reference yield:

: 108-24-7
acetic anhydride

: N-<2-O-<2-azido-4,6-O-benzylidene-N-(tert-butoxycarbonyl)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine methyl ester

: 122996-50-3
N-<2-O-<2-acetamido-4,6-O-benzylidene-N-(tert-butoxycarbonyl)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine methyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; Yield given. Multistep reaction; 1) MeOH, EtOH, AcOH, 2 h, 2) MeOH, 1 h, r.t.;
DOI:10.1016/0008-6215(90)80109-G