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

Base Information

• Chemical Name: 2-(trifluoroacetylamino)ethyl 2-acetylamino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside
• CAS No.: 917082-48-5
• Molecular Formula: C₁₉H₂₃F₃N₂O₇
• Molecular Weight: 448.396
• Mol file: 917082-48-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 2-(trifluoroacetylamino)ethyl 2-acetylamino-4,6-O-benzylidene-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:

N-[2-((2R,3R,4R,5S,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-ethyl]-2,2,2-trifluoro-acetamide + benzaldehyde dimethyl acetal (1125-88-8) → 2-(trifluoroacetylamino)ethyl 2-acetylamino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (917082-48-5)

Guidance literature:

With camphor-10-sulfonic acid; In acetonitrile; at 75 ℃; for 2h;

DOI:10.1007/s11178-006-0043-7

Reference yield:

2-(trifluoroacetylamino)ethyl 2-acetylamino-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (917082-47-4) → 2-(trifluoroacetylamino)ethyl 2-acetylamino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (917082-48-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methoxide; KU-2 (H+) cation exchanger / methanol / 1 h / 20 °C

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

With KU-2 (H+) cation exchanger; camphor-10-sulfonic acid; sodium methylate; In methanol; acetonitrile;

DOI:10.1007/s11178-006-0043-7

Reference yield:

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester (3068-34-6) → 2-(trifluoroacetylamino)ethyl 2-acetylamino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (917082-48-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / AW-300 molecular sieves; cadmium carbonate / acetonitrile / 2 h / Heating

2: sodium methoxide; KU-2 (H+) cation exchanger / methanol / 1 h / 20 °C

3: 742 mg / camphorsulfonic acid / acetonitrile / 2 h / 75 °C

With molecular sieve; cadmium(II) carbonate; KU-2 (H+) cation exchanger; camphor-10-sulfonic acid; sodium methylate; In methanol; acetonitrile;

DOI:10.1007/s11178-006-0043-7

upstream raw materials:

benzaldehyde dimethyl acetal

2-(trifluoroacetylamino)ethyl 2-acetylamino-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester

Downstream raw materials:

N-[2-((2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-ethyl]-2,2,2-trifluoro-acetamide

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

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

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