2-(trifluoroacetylamino)ethyl 2-acetylamino-3,6-di-O-benzyl-4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:2-(trifluoroacetylamino)ethyl 2-acetylamino-3,6-di-O-benzyl-4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside
CAS No.:917082-52-1
Molecular Formula:C₃₉H₄₅F₃N₂O₁₂
Molecular Weight:790.788
Hs Code.:

Synonyms:2-(trifluoroacetylamino)ethyl 2-acetylamino-3,6-di-O-benzyl-4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

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Chemical Property of 2-(trifluoroacetylamino)ethyl 2-acetylamino-3,6-di-O-benzyl-4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

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Technology Process of 2-(trifluoroacetylamino)ethyl 2-acetylamino-3,6-di-O-benzyl-4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

There total 7 articles about 2-(trifluoroacetylamino)ethyl 2-acetylamino-3,6-di-O-benzyl-4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-2-deoxy-β-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: 94.0%

: 917082-51-0
2-(trifluoroacetylamino)ethyl 2-acetylamino-3,6-di-O-benzyl-2-deoxy-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

: 917082-52-1
2-(trifluoroacetylamino)ethyl 2-acetylamino-3,6-di-O-benzyl-4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 1h;
DOI:10.1007/s11178-006-0043-7

Reference yield:

: N-[2-((2R,3R,4R,5S,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-ethyl]-2,2,2-trifluoro-acetamide

: 917082-52-1
2-(trifluoroacetylamino)ethyl 2-acetylamino-3,6-di-O-benzyl-4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 742 mg / camphorsulfonic acid / acetonitrile / 2 h / 75 °C

2: 85 percent / sodium hydride / dimethylformamide; kerosene / -20 °C

3: 90 percent / Me₃N*BH₃; AlCl₃ / tetrahydrofuran / 30 h / 20 °C

4: 83 percent / AW-300 molecular sieves; N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂ / -30 - -10 °C

5: 94 percent / sodium methoxide / methanol / 1 h / 20 °C

With N-iodo-succinimide; aluminium trichloride; molecular sieve; trifluorormethanesulfonic acid; trimethylamine-borane; camphor-10-sulfonic acid; sodium methylate; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; kerosene;
DOI:10.1007/s11178-006-0043-7

Reference yield:

: 917082-48-5
2-(trifluoroacetylamino)ethyl 2-acetylamino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 917082-52-1
2-(trifluoroacetylamino)ethyl 2-acetylamino-3,6-di-O-benzyl-4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / sodium hydride / dimethylformamide; kerosene / -20 °C

2: 90 percent / Me₃N*BH₃; AlCl₃ / tetrahydrofuran / 30 h / 20 °C

3: 83 percent / AW-300 molecular sieves; N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂ / -30 - -10 °C

4: 94 percent / sodium methoxide / methanol / 1 h / 20 °C

With N-iodo-succinimide; aluminium trichloride; molecular sieve; trifluorormethanesulfonic acid; trimethylamine-borane; sodium methylate; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; kerosene;
DOI:10.1007/s11178-006-0043-7