N-(2-[3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranosyloxy]ethyl)thioctamide

Base Information

Chemical Name:N-(2-[3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranosyloxy]ethyl)thioctamide
CAS No.:862898-16-6
Molecular Formula:C₅₈H₇₃NO₂₇S₂
Molecular Weight:1280.34
Hs Code.:

Synonyms:N-(2-[3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranosyloxy]ethyl)thioctamide

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Chemical Property of N-(2-[3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranosyloxy]ethyl)thioctamide

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Technology Process of N-(2-[3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranosyloxy]ethyl)thioctamide

There total 3 articles about N-(2-[3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranosyloxy]ethyl)thioctamide 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: 76.0%

: 862898-15-5
2-aminoethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

: 1077-28-7,62-46-4
Thioctic acid

: 862898-16-6
N-(2-[3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranosyloxy]ethyl)thioctamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1039/b503843j

Reference yield:

: 862898-12-2
2-bromoethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

: 862898-16-6
N-(2-[3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranosyloxy]ethyl)thioctamide

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / NaN₃; tetrabutylammonium triflate / dimethylformamide / 3 h / 20 °C

2: 72 percent / H₂ / Pd/C / CHCl₃; methanol / 12 h

3: 76 percent / HOBt; EDCI; Et₃N / dimethylformamide / 12 h / 20 °C

With sodium azide; hydrogen; tetrabutylammonium trifluoromethylsulfonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In methanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1039/b503843j

Reference yield:

: 862898-14-4
2-azidoethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

: 862898-16-6
N-(2-[3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranosyloxy]ethyl)thioctamide

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / H₂ / Pd/C / CHCl₃; methanol / 12 h

2: 76 percent / HOBt; EDCI; Et₃N / dimethylformamide / 12 h / 20 °C

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In methanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1039/b503843j