N-{9-[7-(tert-butyl-dimethyl-silanyloxy)-2-(2-cyano-ethoxy)-2-thioxo-tetrahydro-2λ⁵-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-9H-purin-6-yl}-benzamide

Base Information

• Chemical Name: N-{9-[7-(tert-butyl-dimethyl-silanyloxy)-2-(2-cyano-ethoxy)-2-thioxo-tetrahydro-2λ⁵-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-9H-purin-6-yl}-benzamide
• CAS No.: 331969-06-3
• Molecular Formula: C₂₆H₃₃N₆O₆PSSi
• Molecular Weight: 616.71
• Mol file: 331969-06-3.mol

Synonyms:

Chemical Property of N-{9-[7-(tert-butyl-dimethyl-silanyloxy)-2-(2-cyano-ethoxy)-2-thioxo-tetrahydro-2λ⁵-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-9H-purin-6-yl}-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{9-[7-(tert-butyl-dimethyl-silanyloxy)-2-(2-cyano-ethoxy)-2-thioxo-tetrahydro-2λ⁵-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-9H-purin-6-yl}-benzamide

There total 3 articles about N-{9-[7-(tert-butyl-dimethyl-silanyloxy)-2-(2-cyano-ethoxy)-2-thioxo-tetrahydro-2λ⁵-furo[3,2-d][1,3,2]dioxaphosphinin-6-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:

N6-benzoyl-2'-O-(tert-butyldimethylsilyl)adenosine (69504-07-0) → N-{9-[7-(tert-butyl-dimethyl-silanyloxy)-2-(2-cyano-ethoxy)-2-thioxo-tetrahydro-2λ5-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-9H-purin-6-yl}-benzamide (331969-06-3)

Guidance literature:

Multi-step reaction with 3 steps

1: diisopropylamine hydrotetrazolide / dimethylformamide / 1 h

2: tetrazole / dimethylformamide / 3 h

3: S₈

With 1H-tetrazole; sulfur; N,N-diisopropylamine tetrazolide; In N,N-dimethyl-formamide;

DOI:10.1021/ol0003230

Reference yield:

Diisopropyl-phosphoramidous acid (2R,3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester 2-cyano-ethyl ester (331969-03-0) → N-{9-[7-(tert-butyl-dimethyl-silanyloxy)-2-(2-cyano-ethoxy)-2-thioxo-tetrahydro-2λ5-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-9H-purin-6-yl}-benzamide (331969-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrazole / dimethylformamide / 3 h

2: S₈

With 1H-tetrazole; sulfur; In N,N-dimethyl-formamide;

DOI:10.1021/ol0003230

Reference yield:

N-{9-[7-(tert-butyl-dimethyl-silanyloxy)-2-(2-cyano-ethoxy)-tetrahydro-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-9H-purin-6-yl}-benzamide (331969-04-1) → N-{9-[7-(tert-butyl-dimethyl-silanyloxy)-2-(2-cyano-ethoxy)-2-thioxo-tetrahydro-2λ5-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-9H-purin-6-yl}-benzamide (331969-06-3)

Guidance literature:

With sulfur;

DOI:10.1021/ol0003230

upstream raw materials:

N-{9-[7-(tert-butyl-dimethyl-silanyloxy)-2-(2-cyano-ethoxy)-tetrahydro-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-9H-purin-6-yl}-benzamide

N⁶-benzoyl-2'-O-(tert-butyldimethylsilyl)adenosine

Diisopropyl-phosphoramidous acid (2R,3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester 2-cyano-ethyl ester