benzyl 4,6-O-benzylidene-2-deoxy-2-trifluoroacetamido-α-D-glucopyranoside

Base Information

• Chemical Name: benzyl 4,6-O-benzylidene-2-deoxy-2-trifluoroacetamido-α-D-glucopyranoside
• CAS No.: 66111-59-9
• Molecular Formula: C₂₂H₂₂F₃NO₆
• Molecular Weight: 453.415
• Mol file: 66111-59-9.mol

Synonyms:benzyl 4,6-O-benzylidene-2-deoxy-2-trifluoroacetamido-α-D-glucopyranoside

Chemical Property of benzyl 4,6-O-benzylidene-2-deoxy-2-trifluoroacetamido-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 4,6-O-benzylidene-2-deoxy-2-trifluoroacetamido-α-D-glucopyranoside

There total 3 articles about benzyl 4,6-O-benzylidene-2-deoxy-2-trifluoroacetamido-α-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: 95.0%

benzyl 4,6-O-benzylidene-2-amino-2-deoxy-α-D-glucopyranoside (13347-83-6) + trifluoroacetic anhydride (407-25-0) → benzyl 4,6-O-benzylidene-2-deoxy-2-trifluoroacetamido-α-D-glucopyranoside (66111-59-9)

Guidance literature:

With triethylamine; In dichloromethane; for 12h;

DOI:10.1080/07328309608005660

Reference yield:

benzyl 4,6-O-benzylidene-2-amino-2-deoxy-α-D-glucopyranoside (13347-83-6) → benzyl 4,6-O-benzylidene-2-deoxy-2-trifluoroacetamido-α-D-glucopyranoside (66111-59-9)

Guidance literature:

With trifluoroacetic anhydride; In tetrahydrofuran;

Reference yield:

benzyl 4,6-O-benzylidene-2-acetylamino-2-deoxy-α-D-glucopyranoside (13343-63-0) → benzyl 4,6-O-benzylidene-2-deoxy-2-trifluoroacetamido-α-D-glucopyranoside (66111-59-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / 90percent NH₂NH₂*H₂O / 12 h / 130 °C

2: 95 percent / Et₃N / CH₂Cl₂ / 12 h

With hydrazine hydrate; triethylamine; In dichloromethane;

DOI:10.1080/07328309608005660

upstream raw materials:

benzyl 4,6-O-benzylidene-2-amino-2-deoxy-α-D-glucopyranoside

trifluoroacetic anhydride

benzyl 4,6-O-benzylidene-2-acetylamino-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

N-[(2S,3R,4R,5S,6R)-4-Azido-2-benzyloxy-6-benzyloxymethyl-5-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-2,2,2-trifluoro-acetamide

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

N-((2S,3R,4R,5S,6R)-4-Azido-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-3-yl)-2,2,2-trifluoro-acetamide