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

Base Information

• Chemical Name: 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
• CAS No.: 331969-04-1
• Molecular Formula: C₂₆H₃₃N₆O₆PSi
• Molecular Weight: 584.644
• Mol file: 331969-04-1.mol

Synonyms: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

Chemical Property of 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

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)-tetrahydro-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-9H-purin-6-yl}-benzamide

There total 2 articles about 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 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:

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)-tetrahydro-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-9H-purin-6-yl}-benzamide (331969-04-1)

Guidance literature:

With 1H-tetrazole; In N,N-dimethyl-formamide; for 3h;

DOI:10.1021/ol0003230

Reference yield:

N6-benzoyl-2'-O-(tert-butyldimethylsilyl)adenosine (69504-07-0) → 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)

Guidance literature:

Multi-step reaction with 2 steps

1: diisopropylamine hydrotetrazolide / dimethylformamide / 1 h

2: tetrazole / dimethylformamide / 3 h

With 1H-tetrazole; N,N-diisopropylamine tetrazolide; 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) → C26H33N6PO6SiBH3

Guidance literature:

With borane diisopropylethylamine complex; at 20 ℃; for 2h;

DOI:10.1021/ol0003230

upstream raw materials:

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

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

Downstream raw materials:

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

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