methyl 2,3,4-tri-O-benzyl-6-(benzyloxycarbonyl)amino-6-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2,3,4-tri-O-benzyl-6-(benzyloxycarbonyl)amino-6-deoxy-α-D-glucopyranoside
CAS No.:88713-65-9
Molecular Formula:C₃₆H₃₉NO₇
Molecular Weight:597.708
Hs Code.:

Synonyms:methyl 2,3,4-tri-O-benzyl-6-(benzyloxycarbonyl)amino-6-deoxy-α-D-glucopyranoside

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Chemical Property of methyl 2,3,4-tri-O-benzyl-6-(benzyloxycarbonyl)amino-6-deoxy-α-D-glucopyranoside

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Technology Process of methyl 2,3,4-tri-O-benzyl-6-(benzyloxycarbonyl)amino-6-deoxy-α-D-glucopyranoside

There total 3 articles about methyl 2,3,4-tri-O-benzyl-6-(benzyloxycarbonyl)amino-6-deoxy-α-D-glucopyranoside 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: 55.9%

: 501-53-1,94274-21-2
benzyl chloroformate

: 19139-89-0
(2R,3R,4S,5R,6S)-2-Azidomethyl-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran

: 88713-65-9
methyl 2,3,4-tri-O-benzyl-6-(benzyloxycarbonyl)amino-6-deoxy-α-D-glucopyranoside

Guidance literature:: With triethylamine; platinum(IV) oxide; In methanol; benzene; Ambient temperature;
DOI:10.1016/0008-6215(83)84016-6

Reference yield:

: 72471-11-5
methyl 6-deoxy-6-amino-2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 501-53-1,94274-21-2
benzyl chloroformate

: 88713-65-9
methyl 2,3,4-tri-O-benzyl-6-(benzyloxycarbonyl)amino-6-deoxy-α-D-glucopyranoside

Guidance literature:: With sodium carbonate; In tetrahydrofuran; water; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/acs.joc.1c01977

Reference yield:

: 19139-89-0
(2R,3R,4S,5R,6S)-2-Azidomethyl-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran

: 88713-65-9
methyl 2,3,4-tri-O-benzyl-6-(benzyloxycarbonyl)amino-6-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; methanol / 3 h

2: sodium carbonate / tetrahydrofuran; water / 0 - 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; sodium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; water;
DOI:10.1021/acs.joc.1c01977