N-(9-{(2R,3R,5S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-3-hydroxy-tetrahydro-furan-2-yl}-9H-purin-6-yl)-benzamide

Base Information

• Chemical Name: N-(9-{(2R,3R,5S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-3-hydroxy-tetrahydro-furan-2-yl}-9H-purin-6-yl)-benzamide
• CAS No.: 153764-72-8
• Molecular Formula: C₂₅H₃₅N₅O₄Si
• Molecular Weight: 497.669
• Mol file: 153764-72-8.mol

Synonyms:N-(9-{(2R,3R,5S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-3-hydroxy-tetrahydro-furan-2-yl}-9H-purin-6-yl)-benzamide

Chemical Property of N-(9-{(2R,3R,5S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-3-hydroxy-tetrahydro-furan-2-yl}-9H-purin-6-yl)-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(9-{(2R,3R,5S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-3-hydroxy-tetrahydro-furan-2-yl}-9H-purin-6-yl)-benzamide

There total 3 articles about N-(9-{(2R,3R,5S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-3-hydroxy-tetrahydro-furan-2-yl}-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:

chlorodimethyl(1,1,2-trimethylpropyl)silane (67373-56-2) → N-(9-{(2R,3R,5S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-3-hydroxy-tetrahydro-furan-2-yl}-9H-purin-6-yl)-benzamide (153764-72-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / pyridine / 20 h / Ambient temperature

2: 1.) pyridine 2.) NaOH / 1.) r.t., 5 h, 2.) H₂O-EtOH-pyridine, 0 deg C, 20 min

With pyridine; sodium hydroxide;

DOI:10.1016/S0040-4020(01)96259-3

Reference yield:

cordycepin (73-03-0) → N-(9-{(2R,3R,5S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-3-hydroxy-tetrahydro-furan-2-yl}-9H-purin-6-yl)-benzamide (153764-72-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / pyridine / 20 h / Ambient temperature

2: 1.) pyridine 2.) NaOH / 1.) r.t., 5 h, 2.) H₂O-EtOH-pyridine, 0 deg C, 20 min

With pyridine; sodium hydroxide;

DOI:10.1016/S0040-4020(01)96259-3

Reference yield:

benzoyl chloride (98-88-4) + (2R,3R,5S)-2-(6-Amino-purin-9-yl)-5-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-tetrahydro-furan-3-ol (153764-71-7) → N-(9-{(2R,3R,5S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-3-hydroxy-tetrahydro-furan-2-yl}-9H-purin-6-yl)-benzamide (153764-72-8)

Guidance literature:

With pyridine; sodium hydroxide; Yield given. Multistep reaction; 1.) r.t., 5 h, 2.) H₂O-EtOH-pyridine, 0 deg C, 20 min;

DOI:10.1016/S0040-4020(01)96259-3

upstream raw materials:

benzoyl chloride

(2R,3R,5S)-2-(6-Amino-purin-9-yl)-5-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-tetrahydro-furan-3-ol

cordycepin

chlorodimethyl(1,1,2-trimethylpropyl)silane

Downstream raw materials:

N-(9-{(2R,3R,5S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-3-hydroxy-3-trimethylsilanylethynyl-tetrahydro-furan-2-yl}-9H-purin-6-yl)-benzamide

N-(9-{(2R,3S,5S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-3-hydroxy-3-methyl-tetrahydro-furan-2-yl}-9H-purin-6-yl)-benzamide