2-deoxy-2-azido-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-galactopyranose

Base Information

• Chemical Name: 2-deoxy-2-azido-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-galactopyranose
• CAS No.: 1352060-62-8
• Molecular Formula: C₃₆H₄₁N₃O₅Si
• Molecular Weight: 623.824
• Mol file: 1352060-62-8.mol

Synonyms:2-deoxy-2-azido-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-galactopyranose

Chemical Property of 2-deoxy-2-azido-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-deoxy-2-azido-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-galactopyranose

There total 7 articles about 2-deoxy-2-azido-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-galactopyranose 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:

phenyl 2-deoxy-2-azido-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-thio-α-D-galactopyranoside → 2-deoxy-2-azido-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-galactopyranose (1352060-62-8) + 2-deoxy-2-azido-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranose

Guidance literature:

With N-Bromosuccinimide; water; In acetone; at 0 ℃; for 0.25h; Overall yield = 95 %; Overall yield = 2.06 g;

DOI:10.3762/bjoc.14.258

Reference yield:

phenyl 2-deoxy-2-azido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-thio-α-D-glucopyranoside → 2-deoxy-2-azido-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-galactopyranose (1352060-62-8) + 2-deoxy-2-azido-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranose

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / dichloromethane / 0.5 h / 0 °C

2: tetrabutylammonium nitrite / acetonitrile / 0 - 20 °C

3: sodium methylate; methanol / 0.5 h

4: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide / 2.5 h / 0 °C

5: N-Bromosuccinimide; water / acetone / 0.25 h / 0 °C

With pyridine; methanol; N-Bromosuccinimide; water; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; tetrabutylammonium nitrite; In dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;

DOI:10.3762/bjoc.14.258

Reference yield:

phenyl 2-deoxy-2-azido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-thio-α-D-galactopyranoside → 2-deoxy-2-azido-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-galactopyranose (1352060-62-8) + 2-deoxy-2-azido-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranose

Guidance literature:

Multi-step reaction with 3 steps

1: sodium methylate; methanol / 0.5 h

2: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide / 2.5 h / 0 °C

3: N-Bromosuccinimide; water / acetone / 0.25 h / 0 °C

With methanol; N-Bromosuccinimide; water; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; acetone;

DOI:10.3762/bjoc.14.258

upstream raw materials:

phenyl 2-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-1-thio-α-D-galactopyranoside

Downstream raw materials:

O-(2-azido-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-galactopyranosyl) trichloroacetimidate

2-azido-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-2-deoxy-1-thio-α-D-galactopyranose