3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-1,5-N-(O-tert-butyl-carboxymethyl)imino-1,2,5-trideoxy-D-glucitol

Base Information

Chemical Name:3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-1,5-N-(O-tert-butyl-carboxymethyl)imino-1,2,5-trideoxy-D-glucitol
CAS No.:470665-42-0
Molecular Formula:C₄₁H₄₈N₂O₇
Molecular Weight:680.841
Hs Code.:

Synonyms:3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-1,5-N-(O-tert-butyl-carboxymethyl)imino-1,2,5-trideoxy-D-glucitol

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Chemical Property of 3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-1,5-N-(O-tert-butyl-carboxymethyl)imino-1,2,5-trideoxy-D-glucitol

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Technology Process of 3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-1,5-N-(O-tert-butyl-carboxymethyl)imino-1,2,5-trideoxy-D-glucitol

There total 1 articles about 3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-1,5-N-(O-tert-butyl-carboxymethyl)imino-1,2,5-trideoxy-D-glucitol 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: 95.0%

: 5292-43-3
bromoacetic acid tert-butyl ester

: 250737-19-0
3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-1,2,5-trideoxy-1,5-imino-D-glucitol

: 470665-42-0
3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-1,5-N-(O-tert-butyl-carboxymethyl)imino-1,2,5-trideoxy-D-glucitol

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1081/CAR-120004331

Reference yield: 100.0%

: 470665-42-0
3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-1,5-N-(O-tert-butyl-carboxymethyl)imino-1,2,5-trideoxy-D-glucitol

: 470665-43-1
2-amino-3,4,6-tri-O-benzyl-1,5-N-[(O-tert-butyl-carboxymethyl)imino]-1,2,5-trideoxy-D-glucitol

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 1h; under 760 Torr;
DOI:10.1081/CAR-120004331

Reference yield:

: 470665-42-0
3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-1,5-N-(O-tert-butyl-carboxymethyl)imino-1,2,5-trideoxy-D-glucitol

: 470665-46-4
3,4,6-tri-O-benzyl-1,5-N-[carboxymethylimino]-2-(tetradecanoyl)amino-1,2,5-trideoxy-D-glucitol

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / H₂ / Pd/C / ethyl acetate / 1 h / 760 Torr

2: 89 percent / N,N-diisopropylethylamine; PyBOP / CH₂Cl₂ / 0.5 h

3: 100 percent / TFA / 2 h / 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane; ethyl acetate;
DOI:10.1081/CAR-120004331