methyl 5-azido-N-tert-butyloxycarbonyl-3-O-benzyl-2,6-imino-2,5,6-trideoxy-α-D-mannofuranoside

Base Information

Chemical Name:methyl 5-azido-N-tert-butyloxycarbonyl-3-O-benzyl-2,6-imino-2,5,6-trideoxy-α-D-mannofuranoside
CAS No.:105368-88-5
Molecular Formula:C₁₉H₂₆N₄O₅
Molecular Weight:390.439
Hs Code.:

Synonyms:methyl 5-azido-N-tert-butyloxycarbonyl-3-O-benzyl-2,6-imino-2,5,6-trideoxy-α-D-mannofuranoside

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Chemical Property of methyl 5-azido-N-tert-butyloxycarbonyl-3-O-benzyl-2,6-imino-2,5,6-trideoxy-α-D-mannofuranoside

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Technology Process of methyl 5-azido-N-tert-butyloxycarbonyl-3-O-benzyl-2,6-imino-2,5,6-trideoxy-α-D-mannofuranoside

There total 2 articles about methyl 5-azido-N-tert-butyloxycarbonyl-3-O-benzyl-2,6-imino-2,5,6-trideoxy-α-D-mannofuranoside 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: 15.0%

: 113000-82-1
(1S,4R,5S,7S,8R)-8-Benzyloxy-7-methoxy-4-trifluoromethanesulfonyloxy-6-oxa-2-aza-bicyclo[3.2.1]octane-2-carboxylic acid tert-butyl ester

: 105368-88-5
methyl 5-azido-N-tert-butyloxycarbonyl-3-O-benzyl-2,6-imino-2,5,6-trideoxy-α-D-mannofuranoside

: methyl 5-azido-N-tert-butyloxycarbonyl-5-azido-3-O-benzyl-2,6-imino-2,5,6-trideoxy-β-L-gulofuranoside

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 70 ℃; for 48h;
DOI:10.1016/S0040-4020(01)90035-3

Reference yield:

: 105265-97-2
methyl N-t-butyloxycarbonyl-O-benzyl-2,6-dideoxy-2,6-imino-α-D-mannofuranoside

: 105368-88-5
methyl 5-azido-N-tert-butyloxycarbonyl-3-O-benzyl-2,6-imino-2,5,6-trideoxy-α-D-mannofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / 0.5 h / -30 °C

2: 42 percent / sodium azide / dimethylformamide / 48 h / 70 °C

With pyridine; sodium azide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)90035-3