9H-Purin-6-amine, 9-[(2R,3R)-3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-5-[[[(1,1-dimethylethyl )diphenylsilyl]oxy]methyl]-2,3-dihydro-2-furanyl]-

Base Information

• Chemical Name: 9H-Purin-6-amine, 9-[(2R,3R)-3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-5-[[[(1,1-dimethylethyl )diphenylsilyl]oxy]methyl]-2,3-dihydro-2-furanyl]-
• CAS No.: 877465-94-6
• Molecular Formula: C42H47N5O3Si2
• Molecular Weight: 726.038

Synonyms:

Chemical Property of 9H-Purin-6-amine, 9-[(2R,3R)-3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-5-[[[(1,1-dimethylethyl )diphenylsilyl]oxy]methyl]-2,3-dihydro-2-furanyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of 9H-Purin-6-amine, 9-[(2R,3R)-3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-5-[[[(1,1-dimethylethyl )diphenylsilyl]oxy]methyl]-2,3-dihydro-2-furanyl]-

There total 5 articles about 9H-Purin-6-amine, 9-[(2R,3R)-3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-5-[[[(1,1-dimethylethyl )diphenylsilyl]oxy]methyl]-2,3-dihydro-2-furanyl]- 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: 75.0%

3'-deoxy-3',4'-didehydroadenosine (42867-61-8) + tert-butylchlorodiphenylsilane (58479-61-1) → 9-[2,5-bis-O-(tert-butyldiphenylsilyl)-3-deoxy-β-D-glyceropent-3-enofuranosyl]adenine (877465-94-6)

Guidance literature:

With pyridine; at 20 ℃; for 24h;

DOI:10.1021/jo052243l

Reference yield: 60.0%

3'-deoxy-3',4'-didehydroadenosine (42867-61-8) + tert-butylchlorodiphenylsilane (58479-61-1) → 9-[2,5-bis-O-(tert-butyldiphenylsilyl)-3-deoxy-β-D-glyceropent-3-enofuranosyl]adenine (877465-94-6) + 5'-O-tert-butyldiphenylsilyl-3'-deoxy-3',4'-didehydroadenosine (1315091-78-1)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide;

DOI:10.1021/ol201519a

Reference yield:

1-(6-benzoylamino-purin-9-yl)-β-D-ribo-1-deoxy-pentodiald-1,4-ose (68707-85-7) → 9-[2,5-bis-O-(tert-butyldiphenylsilyl)-3-deoxy-β-D-glyceropent-3-enofuranosyl]adenine (877465-94-6)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / N,N-dimethyl-formamide / 0.25 h

2: sodium tetrahydroborate / methanol; N,N-dimethyl-formamide / 0.17 h / 0 °C

3: triethylamine / N,N-dimethyl-formamide

With sodium tetrahydroborate; triethylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ol201519a

upstream raw materials:

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

tert-butylchlorodiphenylsilane

1-(6-benzoylamino-purin-9-yl)-β-D-ribo-1-deoxy-pentodiald-1,4-ose

C₁₀H₉N₅O₃

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

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

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