N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-4-deoxy-α-D-mannopyranosid-4-yl)-2-nitrobenzenesulfonamide

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)-4-deoxy-α-D-mannopyranosid-4-yl)-2-nitrobenzenesulfonamide
CAS No.:1332725-09-3
Molecular Formula:C₄₈H₆₄N₂O₁₄SSi
Molecular Weight:953.193
Hs Code.:

N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-4-deoxy-α-D-mannopyranosid-4-yl)-2-nitrobenzenesulfonamide

Synonyms:N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-4-deoxy-α-D-mannopyranosid-4-yl)-2-nitrobenzenesulfonamide

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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)-4-deoxy-α-D-mannopyranosid-4-yl)-2-nitrobenzenesulfonamide

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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)-4-deoxy-α-D-mannopyranosid-4-yl)-2-nitrobenzenesulfonamide

There total 7 articles about N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-4-deoxy-α-D-mannopyranosid-4-yl)-2-nitrobenzenesulfonamide 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%

: 1332725-06-0
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-erythro-hex-2-enopyranosid-4-yl)-2-nitrobenzenesulfonamide

: 1332725-09-3
N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-4-deoxy-α-D-mannopyranosid-4-yl)-2-nitrobenzenesulfonamide

Guidance literature:: With potassium osmate(VI) dihydrate; acetic acid; 4-methylmorpholine N-oxide; In water; acetone; at 20 ℃; for 72h;
DOI:10.3762/bjoc.7.128

Reference yield:

: 1000865-12-2
methyl 6-amino-2,3,4-tri-O-benzyl-6-deoxy-6-N-(2-nitrobenzenesulfonyl)-α-D-glucopyranoside

: 1332725-09-3
N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-4-deoxy-α-D-mannopyranosid-4-yl)-2-nitrobenzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

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

2: potassium osmate(VI) dihydrate; acetic acid; 4-methylmorpholine N-oxide / water; acetone / 72 h / 20 °C

With potassium osmate(VI) dihydrate; di-isopropyl azodicarboxylate; acetic acid; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; water; acetone; 1: Mitsunobu coupling reaction;
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

: 1332725-09-3
N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 6-O-(tert-butyldimethylsilyl)-4-deoxy-α-D-mannopyranosid-4-yl)-2-nitrobenzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; triethylamine / dichloromethane

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

3: potassium osmate(VI) dihydrate; acetic acid; 4-methylmorpholine N-oxide / water; acetone / 72 h / 20 °C

With dmap; potassium osmate(VI) dihydrate; di-isopropyl azodicarboxylate; acetic acid; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; acetone; 2: Mitsunobu coupling reaction;
DOI:10.3762/bjoc.7.128