N-{9-[(1R,3S,4R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-hydroxy-ethyl)-cyclopentyl]-9H-purin-6-yl}-benzamide

Base Information

• Chemical Name: N-{9-[(1R,3S,4R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-hydroxy-ethyl)-cyclopentyl]-9H-purin-6-yl}-benzamide
• CAS No.: 138903-99-8
• Molecular Formula: C₃₆H₄₁N₅O₃Si
• Molecular Weight: 619.839
• Mol file: 138903-99-8.mol

Synonyms:

Chemical Property of N-{9-[(1R,3S,4R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-hydroxy-ethyl)-cyclopentyl]-9H-purin-6-yl}-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{9-[(1R,3S,4R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-hydroxy-ethyl)-cyclopentyl]-9H-purin-6-yl}-benzamide

There total 6 articles about N-{9-[(1R,3S,4R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-hydroxy-ethyl)-cyclopentyl]-9H-purin-6-yl}-benzamide 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:

[(1R,2S,4R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(6-dibenzoylamino-purin-9-yl)-cyclopentyl]-acetic acid methyl ester (138903-98-7,148553-43-9) → N-{9-[(1R,3S,4R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-hydroxy-ethyl)-cyclopentyl]-9H-purin-6-yl}-benzamide (138903-99-8,148553-44-0)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; at -18 ℃;

DOI:10.1016/0040-4039(91)85031-Y

Reference yield:

benzoyl chloride (98-88-4) → N-{9-[(1R,3S,4R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-hydroxy-ethyl)-cyclopentyl]-9H-purin-6-yl}-benzamide (138903-99-8,148553-44-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: lithium triethylborohydride / tetrahydrofuran / -18 °C

With pyridine; lithium triethylborohydride; In tetrahydrofuran;

DOI:10.1016/0040-4039(91)85031-Y

Reference yield:

methyl (1R,2S,4S)-2-(<(tert-butyl)diphenylsilyloxy>methyl)-4-hydroxycyclopentaneacetate (149654-56-8) → N-{9-[(1R,3S,4R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-hydroxy-ethyl)-cyclopentyl]-9H-purin-6-yl}-benzamide (138903-99-8,148553-44-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / PPh₃-diethylazodicarboxylate / tetrahydrofuran / 18 h / 25 °C

2: 25percent aq. NH₃ / dioxane / 60 °C

3: pyridine

4: lithium triethylborohydride / tetrahydrofuran / -18 °C

With pyridine; ammonium hydroxide; lithium triethylborohydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1016/0040-4039(91)85031-Y

upstream raw materials:

[(1R,2S,4R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(6-dibenzoylamino-purin-9-yl)-cyclopentyl]-acetic acid methyl ester

benzoyl chloride

methyl (1R,2S,4S)-2-(<(tert-butyl)diphenylsilyloxy>methyl)-4-hydroxycyclopentaneacetate

[(1R,2S,4R)-4-(6-Amino-purin-9-yl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentyl]-acetic acid methyl ester

Downstream raw materials:

5'-<(acetylthio)methyl>-N⁶-benzoyl-3'-(<(tert-butyl)diphenylsilyloxy>methyl)-2',3',5'-trideoxy-1'a-carbaadenosine