phenyl 2-azido-2-deoxy-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside

Base Information

• Chemical Name: phenyl 2-azido-2-deoxy-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside
• CAS No.: 282736-07-6
• Molecular Formula: C₁₈H₂₉N₃O₄SeSi
• Molecular Weight: 458.491
• Mol file: 282736-07-6.mol

Synonyms:phenyl 2-azido-2-deoxy-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside

Chemical Property of phenyl 2-azido-2-deoxy-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2-azido-2-deoxy-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside

There total 1 articles about phenyl 2-azido-2-deoxy-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside 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: 93.8%

tert-butyldimethylsilyl chloride (18162-48-6) + phenyl 2-azido-2-deoxy-1-seleno-α-D-galactopyranoside (862851-12-5) → phenyl 2-azido-2-deoxy-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside (282736-07-6)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/jo070629l

Reference yield: 84.9%

benzyl bromide (100-39-0) + phenyl 2-azido-2-deoxy-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside (282736-07-6) → phenyl 2-azido-2-deoxy-3,4-di-O-benzyl-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside (945634-62-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/jo070629l

Reference yield:

2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate (86520-63-0) + phenyl 2-azido-2-deoxy-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside (282736-07-6) → phenyl 2,3,4,6-tetra-O-acetyl-1-seleno-β-D-galactopyranoside (154618-72-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -60 ℃;

DOI:10.1016/S0040-4039(00)00367-1

upstream raw materials:

tert-butyldimethylsilyl chloride

phenyl 2-azido-2-deoxy-1-seleno-α-D-galactopyranoside

Downstream raw materials:

phenyl 2,3,4,6-tetra-O-acetyl-1-seleno-β-D-galactopyranoside

phenyl 2-azido-2-deoxy-3,4-di-O-benzyl-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside

phenyl 3,4-di-O-benzyl-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-α-D-galactopyranoside

phenyl 3,4-di-O-benzyl-1-seleno-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-α-D-galactopyranoside