9-[2,5-bis-O-(tert-butyldiphenylsilyl)-3-deoxy-β-D-glyceropent-3-enofuranosyl]-N⁶-pivaloyladenine

Base Information

• Chemical Name: 9-[2,5-bis-O-(tert-butyldiphenylsilyl)-3-deoxy-β-D-glyceropent-3-enofuranosyl]-N⁶-pivaloyladenine
• CAS No.: 877465-97-9
• Molecular Formula: C₄₇H₅₅N₅O₄Si₂
• Molecular Weight: 810.156

Synonyms:9-[2,5-bis-O-(tert-butyldiphenylsilyl)-3-deoxy-β-D-glyceropent-3-enofuranosyl]-N⁶-pivaloyladenine

Chemical Property of 9-[2,5-bis-O-(tert-butyldiphenylsilyl)-3-deoxy-β-D-glyceropent-3-enofuranosyl]-N⁶-pivaloyladenine

Chemical Property:

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Technology Process of 9-[2,5-bis-O-(tert-butyldiphenylsilyl)-3-deoxy-β-D-glyceropent-3-enofuranosyl]-N⁶-pivaloyladenine

There total 3 articles about 9-[2,5-bis-O-(tert-butyldiphenylsilyl)-3-deoxy-β-D-glyceropent-3-enofuranosyl]-N⁶-pivaloyladenine 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: 77.0%

9-[2,5-bis-O-(tert-butyldiphenylsilyl)-3-deoxy-β-D-glyceropent-3-enofuranosyl]adenine (877465-94-6) + pivaloyl chloride (3282-30-2) → 9-[2,5-bis-O-(tert-butyldiphenylsilyl)-3-deoxy-β-D-glyceropent-3-enofuranosyl]-N6-pivaloyladenine (877465-97-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/jo052243l

Reference yield:

3'-deoxy-3',4'-didehydroadenosine (42867-61-8) → 9-[2,5-bis-O-(tert-butyldiphenylsilyl)-3-deoxy-β-D-glyceropent-3-enofuranosyl]-N6-pivaloyladenine (877465-97-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / pyridine / 24 h / 20 °C

2: 77 percent / diisopropylethylamine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jo052243l

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → 9-[2,5-bis-O-(tert-butyldiphenylsilyl)-3-deoxy-β-D-glyceropent-3-enofuranosyl]-N6-pivaloyladenine (877465-97-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / pyridine / 24 h / 20 °C

2: 77 percent / diisopropylethylamine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jo052243l

upstream raw materials:

9-[2,5-bis-O-(tert-butyldiphenylsilyl)-3-deoxy-β-D-glyceropent-3-enofuranosyl]adenine

pivaloyl chloride

3'-deoxy-3',4'-didehydroadenosine

tert-butylchlorodiphenylsilane

Downstream raw materials:

N-{9-[4-(tert-butyl-diphenyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2,6-dioxa-bicyclo[3.1.0]hex-3-yl]-9H-purin-6-yl}-2,2-dimethyl-propionamide

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