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

Base Information

• Chemical Name: 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
• CAS No.: 331969-03-0
• Molecular Formula: C₃₂H₄₈N₇O₆PSi
• Molecular Weight: 685.836
• Mol file: 331969-03-0.mol

Synonyms:

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 1 articles about 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 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:

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) + N6-benzoyl-2'-O-(tert-butyldimethylsilyl)adenosine (69504-07-0) → 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)

Guidance literature:

With N,N-diisopropylamine tetrazolide; In N,N-dimethyl-formamide; for 1h;

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)-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:

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

upstream raw materials:

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

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

Downstream 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

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