methyl 2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside
• CAS No.: 175978-55-9
• Molecular Formula: C₁₄H₁₉N₃O₅
• Molecular Weight: 309.322
• Mol file: 175978-55-9.mol

Synonyms:methyl 2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

Chemical Property of methyl 2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

There total 40 articles about methyl 2-azido-3-O-benzyl-2-deoxy-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: 100.0%

Methyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (162678-87-7) → methyl 2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside (175978-55-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 4h; Ambient temperature;

DOI:10.1016/0008-6215(95)00346-0

Reference yield: 99.0%

methyl 2-amino-3-O-benzyl-2-deoxy-α-D-glucopyranoside → methyl 2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside (175978-55-9)

Guidance literature:

With dmap; triflic azide; copper(II) sulfate; In methanol; dichloromethane; at 20 ℃; for 3h;

DOI:10.1039/b709681j

Reference yield: 98.0%

methyl-2-azido-3-O-benzyl-4,6-O-benzylidene-2-desoxy-α-D-glucopyranoside → methyl 2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside (175978-55-9)

Guidance literature:

With water; acetic acid; In tetrahydrofuran; at 60 ℃; Inert atmosphere;

DOI:10.1039/c4md00072b

upstream raw materials:

Methyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

methyl 2-azido-2-deoxy-α/β-D-glucopyranoside

(+)-D-glucosamine hydrochloride

methyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

methyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-α-D-glucopyranoside

methyl 2,6-diazido-2,6-dideoxy-3-O-benzyl-β-D-glucopyranoside

C₂₉H₃₄N₁₂O₈

C₂₉H₃₄N₁₂O₈

Refernces

• 1、 -. "METHOD FOR PREPARING FULLY PROTECTION HEPARIN PENTASACCHARIDE AND INTERMEDIATE THEREOF". Paragraph 0037; 0051; 0090-0092. . Retrieved 2015/04/15.
• 2、 Hanessian, Stephen,Saavedra, Oscar M.,Vilchis-Reyes, Miguel A.,Llaguno-Rueda, Ana M.. "Synthesis of 4′-deoxy-4′-fluoro neamine and 4′-deoxy-4′-fluoro 4′-epi neamine". supporting information. p. 1166 - 1171. Retrieved 2014/08/05.