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

Base Information

• Chemical Name: methyl 2-amino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside
• CAS No.: 1281971-17-2
• Molecular Formula: C₂₈H₃₃NO₅
• Molecular Weight: 463.574
• Mol file: 1281971-17-2.mol

Synonyms:methyl 2-amino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside

Chemical Property of methyl 2-amino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-amino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 8 articles about methyl 2-amino-3,4,6-tri-O-benzyl-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: 92.0%

methyl 2-[(tert-butoxycarbonyl)amino]-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside (135186-64-0,135186-63-9) → methyl 2-amino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside (1281971-17-2)

Guidance literature:

methyl 2-[(tert-butoxycarbonyl)amino]-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

With sodium hydrogencarbonate; In dichloromethane; water;

DOI:10.1021/jo1023156

Reference yield: 86.0%

methyl 2-azido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranoside → methyl 2-amino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside (1281971-17-2)

Guidance literature:

With Rh/Al₂O₃; hydrogen; acetic acid; In ethyl acetate; toluene; at 20 ℃; for 6h; under 760.051 Torr; chemoselective reaction;

DOI:10.1016/j.carres.2020.107948

Reference yield:

methyl 2-[N-acetyl-N-(tert-butoxycarbonyl)amino]-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside (1281971-16-1) → methyl 2-amino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside (1281971-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate monohydrate / methanol / 1 h / 20 °C

2: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

With hydrazine hydrate monohydrate; trifluoroacetic acid; In methanol; dichloromethane;

DOI:10.1021/jo1023156

upstream raw materials:

methyl 2-[N-acetyl-N-(tert-butoxycarbonyl)amino]-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside

methyl N-acetyl-D-glucosamine

methyl 2-(N-acetylamino)-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside

N-Acetyl-D-glucosamine