N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-threo-hex-2-enopyranosid-4-yl)trifluoromethanesulfonamide

Base Information

Chemical Name:N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-threo-hex-2-enopyranosid-4-yl)trifluoromethanesulfonamide
CAS No.:1332725-04-8
Molecular Formula:C₄₃H₅₈F₃NO₁₀SSi
Molecular Weight:866.081
Hs Code.:

N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-threo-hex-2-enopyranosid-4-yl)trifluoromethanesulfonamide

Synonyms:N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-threo-hex-2-enopyranosid-4-yl)trifluoromethanesulfonamide

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Chemical Property of N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-threo-hex-2-enopyranosid-4-yl)trifluoromethanesulfonamide

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Technology Process of N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-threo-hex-2-enopyranosid-4-yl)trifluoromethanesulfonamide

There total 2 articles about N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-threo-hex-2-enopyranosid-4-yl)trifluoromethanesulfonamide 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: 88.0%

: 1000865-11-1
methyl 6-amino-2,3,4-tri-O-benzyl-6-deoxy-6-N-(trifluoromethanesulfonyl)-α-D-glucopyranoside

: 58888-62-3
ethyl 6-O-tert-butyldimethylsilyl-4-hydroxyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

: 1332725-04-8
N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-threo-hex-2-enopyranosid-4-yl)trifluoromethanesulfonamide

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; diastereoselective reaction; Inert atmosphere;
DOI:10.3762/bjoc.7.128

Reference yield:

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

: 1332725-04-8
N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-threo-hex-2-enopyranosid-4-yl)trifluoromethanesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / -5 °C

2: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 2: Mitsunobu coupling reaction;
DOI:10.3762/bjoc.7.128