methyl N-benzyloxycarbonyl-3-O-benzyl-2,6-dideoxy-2,6-imino-β-L-gulofuranoside

Base Information

Chemical Name:methyl N-benzyloxycarbonyl-3-O-benzyl-2,6-dideoxy-2,6-imino-β-L-gulofuranoside
CAS No.:113000-75-2
Molecular Formula:C₂₂H₂₅NO₆
Molecular Weight:399.444
Hs Code.:

Synonyms:methyl N-benzyloxycarbonyl-3-O-benzyl-2,6-dideoxy-2,6-imino-β-L-gulofuranoside

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Chemical Property of methyl N-benzyloxycarbonyl-3-O-benzyl-2,6-dideoxy-2,6-imino-β-L-gulofuranoside

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Technology Process of methyl N-benzyloxycarbonyl-3-O-benzyl-2,6-dideoxy-2,6-imino-β-L-gulofuranoside

There total 2 articles about methyl N-benzyloxycarbonyl-3-O-benzyl-2,6-dideoxy-2,6-imino-β-L-gulofuranoside 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: 78.0%

: 113000-74-1
(1S,5S,7S,8R)-8-Benzyloxy-7-methoxy-4-oxo-6-oxa-2-aza-bicyclo[3.2.1]octane-2-carboxylic acid benzyl ester

: 113000-75-2
methyl N-benzyloxycarbonyl-3-O-benzyl-2,6-dideoxy-2,6-imino-β-L-gulofuranoside

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 ℃; for 1h;
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

: 113000-75-2
methyl N-benzyloxycarbonyl-3-O-benzyl-2,6-dideoxy-2,6-imino-β-L-gulofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: pyridinium chlorochromate / CH₂Cl₂ / 2 h / Ambient temperature

2: 78 percent / sodium borohydride / ethanol / 1 h / 0 °C

With sodium tetrahydroborate; pyridinium chlorochromate; In ethanol; dichloromethane;
DOI:10.1016/S0040-4020(01)90035-3

Reference yield:

: 113000-75-2
methyl N-benzyloxycarbonyl-3-O-benzyl-2,6-dideoxy-2,6-imino-β-L-gulofuranoside

: 19130-96-2
1,5-dideoxy-1,5-imino-D-glucitol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) aq. trifluoroacetic acid; 2.) sodium brohydride / 1.) room temp., 30 min.; 2.) aq. ethanol, room temp., 15 min.

2: hydrogen / palladium black / acetic acid / 48 h

With sodium tetrahydroborate; hydrogen; trifluoroacetic acid; palladium; In acetic acid;
DOI:10.1016/S0040-4020(01)90035-3