N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 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 4-deoxy-α-D-mannopyranosid-4-yl)-2-nitrobenzenesulfonamide
• CAS No.: 1332725-12-8
• Molecular Formula: C₄₂H₅₀N₂O₁₄S
• Molecular Weight: 838.93
• Mol file: 1332725-12-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 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: 74.0%

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 (1332725-09-3) → N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 4-deoxy-α-D-mannopyranosid-4-yl)-2-nitrobenzenesulfonamide (1332725-12-8)

Guidance literature:

With hydrogenchloride; water; In methanol; at 20 ℃; for 0.5h;

DOI:10.3762/bjoc.7.128

Reference yield:

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 (1332725-06-0) → N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 4-deoxy-α-D-mannopyranosid-4-yl)-2-nitrobenzenesulfonamide (1332725-12-8)

Guidance literature:

Multi-step reaction with 2 steps

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

2: hydrogenchloride; water / methanol / 0.5 h / 20 °C

With hydrogenchloride; potassium osmate(VI) dihydrate; water; acetic acid; 4-methylmorpholine N-oxide; In methanol; water; acetone;

DOI:10.3762/bjoc.7.128

Reference yield:

methyl 6-amino-2,3,4-tri-O-benzyl-6-deoxy-6-N-(2-nitrobenzenesulfonyl)-α-D-glucopyranoside (1000865-12-2) → N-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)-N-(ethyl 4-deoxy-α-D-mannopyranosid-4-yl)-2-nitrobenzenesulfonamide (1332725-12-8)

Guidance literature:

Multi-step reaction with 3 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

3: hydrogenchloride; water / methanol / 0.5 h / 20 °C

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

DOI:10.3762/bjoc.7.128

upstream raw materials:

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

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

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

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