N-{9-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide

Base Information

• Chemical Name: N-{9-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide
• CAS No.: 190968-20-8
• Molecular Formula: C₃₈H₃₉N₅O₃Si
• Molecular Weight: 641.845
• Mol file: 190968-20-8.mol

Synonyms:N-{9-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide

Chemical Property of N-{9-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{9-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide

There total 6 articles about N-{9-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide 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: 86.0%

N-{9-[(S)-3-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-2-(tert-butyl-diphenyl-silanyloxy)-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide (190968-19-5) → N-{9-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide (190968-20-8)

Guidance literature:

With pyrrole; trifluoroacetic acid; In dichloromethane; for 0.166667h; Ambient temperature;

DOI:10.1016/S0040-4020(97)00308-6

Reference yield:

diphenylacetic anhydride (1760-46-9) → N-{9-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide (190968-20-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / pyridine / 16 h / 50 °C

2: aq. AcOH / 60 °C

3: pyridine / 2 h / Ambient temperature

4: 71 percent / imidazole / toluene / 16 h / 60 °C

5: 86 percent / pyrrole, TFA / CH₂Cl₂ / 0.17 h / Ambient temperature

With pyridine; 1H-imidazole; pyrrole; acetic acid; trifluoroacetic acid; In dichloromethane; toluene;

DOI:10.1016/S0040-4020(97)00308-6

Reference yield:

(S)-9-(1,2-isopropylidenedioxyprop-3-yl)-adenine (54262-84-9) → N-{9-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide (190968-20-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / pyridine / 16 h / 50 °C

2: aq. AcOH / 60 °C

3: pyridine / 2 h / Ambient temperature

4: 71 percent / imidazole / toluene / 16 h / 60 °C

5: 86 percent / pyrrole, TFA / CH₂Cl₂ / 0.17 h / Ambient temperature

With pyridine; 1H-imidazole; pyrrole; acetic acid; trifluoroacetic acid; In dichloromethane; toluene;

DOI:10.1016/S0040-4020(97)00308-6

upstream raw materials:

N-{9-[(S)-3-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-2-(tert-butyl-diphenyl-silanyloxy)-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide

diphenylacetic anhydride

(S)-9-(1,2-isopropylidenedioxyprop-3-yl)-adenine

N-[9-((S)-2,3-Dihydroxy-propyl)-9H-purin-6-yl]-2,2-diphenyl-acetamide

Downstream raw materials:

Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-3-(6-diphenylacetylamino-purin-9-yl)-propoxy]-tetrahydro-pyran-4-yl ester

N-[9-((S)-3-{(2S,3R,4S,5S,6R)-3-Benzyloxy-6-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4,5-dihydroxy-tetrahydro-pyran-2-yloxy}-2-hydroxy-propyl)-9H-purin-6-yl]-2,2-diphenyl-acetamide

Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-[(S)-3-(6-diphenylacetylamino-purin-9-yl)-2-hydroxy-propoxy]-tetrahydro-pyran-4-yl ester

N-{9-[(S)-3-((2S,3R,4S,5S,6R)-3-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide