5'-O-t-butyldiphenylsilyl-2',3'-di-O-mesyl-2',3'-secoadenosine

Base Information

• Chemical Name: 5'-O-t-butyldiphenylsilyl-2',3'-di-O-mesyl-2',3'-secoadenosine
• CAS No.: 119898-73-6
• Molecular Formula: C₂₈H₃₇N₅O₈S₂Si
• Molecular Weight: 663.848
• Mol file: 119898-73-6.mol

Synonyms:5'-O-t-butyldiphenylsilyl-2',3'-di-O-mesyl-2',3'-secoadenosine

Chemical Property of 5'-O-t-butyldiphenylsilyl-2',3'-di-O-mesyl-2',3'-secoadenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-t-butyldiphenylsilyl-2',3'-di-O-mesyl-2',3'-secoadenosine

There total 5 articles about 5'-O-t-butyldiphenylsilyl-2',3'-di-O-mesyl-2',3'-secoadenosine 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: 80.0%

methanesulfonyl chloride (124-63-0) + 5'-O-t-butyldiphenylsilyl-2',3'-secoadenosine (119898-69-0) → 5'-O-t-butyldiphenylsilyl-3'-chloro-3'-deoxy-2'-O-mesyl-2',3'-secoadenosine + 5'-O-t-butyldiphenylsilyl-2',3'-di-O-mesyl-2',3'-secoadenosine (119898-73-6)

Guidance literature:

In pyridine; at 0 ℃;

DOI:10.1016/S0040-4020(01)89829-X

Reference yield:

(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-((tert-butyldiphenylsilyloxy)methyl)tetrahydrofuran-3,4-diol (119898-65-6) → 5'-O-t-butyldiphenylsilyl-2',3'-di-O-mesyl-2',3'-secoadenosine (119898-73-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / sodium periodate / acetone; H₂O / 15 °C / dark

2: 83 percent / sodium borohydride / ethanol; H₂O / Ambient temperature; dark

3: 80 percent / pyridine / 0 °C

With sodium tetrahydroborate; sodium periodate; In pyridine; ethanol; water; acetone;

DOI:10.1016/S0040-4020(01)89829-X

Reference yield:

5'-O-t-butyldiphenylsilyladenosine dialdehyde (119898-67-8) → 5'-O-t-butyldiphenylsilyl-2',3'-di-O-mesyl-2',3'-secoadenosine (119898-73-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / sodium borohydride / ethanol; H₂O / Ambient temperature; dark

2: 80 percent / pyridine / 0 °C

With sodium tetrahydroborate; In pyridine; ethanol; water;

DOI:10.1016/S0040-4020(01)89829-X

upstream raw materials:

methanesulfonyl chloride

5'-O-t-butyldiphenylsilyl-2',3'-secoadenosine

(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-((tert-butyldiphenylsilyloxy)methyl)tetrahydrofuran-3,4-diol

5'-O-t-butyldiphenylsilyladenosine dialdehyde

Downstream raw materials:

5'-O-t-butyldiphenylsilyl-2',3'-dideoxy-2',3'-diiodo-2',3'-secoadenosine

5'-O-t-butyldiphenylsilyl-3'-deoxy-3'-iodo-2'-O-mesyl-2',3'-secoadenosine

3'-azido-5'-O-t-butyldiphenylsilyl-3'-deoxy-2'-O-mesyl-2',3'-secoadenosine

3'-deoxy-3'-N-L-phenylalanyl-2',3'-secoadenosine