Diisopropyl-phosphoramidous acid (2R,3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

Base Information

• Chemical Name: Diisopropyl-phosphoramidous acid (2R,3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester
• CAS No.: 157327-97-4
• Molecular Formula: C₄₄H₅₄N₇O₈P
• Molecular Weight: 839.929
• Mol file: 157327-97-4.mol

Synonyms:Diisopropyl-phosphoramidous acid (2R,3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

Chemical Property of Diisopropyl-phosphoramidous acid (2R,3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Diisopropyl-phosphoramidous acid (2R,3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

There total 4 articles about Diisopropyl-phosphoramidous acid (2R,3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl 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: 80.0%

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) + N-(9-((2R,3R,5S)-5-((bis(4-methoxyphenyl) (phenyl)methoxy)methyl)-3-hydroxytetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide (157327-99-6) → Diisopropyl-phosphoramidous acid (2R,3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (157327-97-4)

Guidance literature:

With 1H-tetrazole; In acetonitrile; for 2h; Ambient temperature;

DOI:10.1080/07328319708002517

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → Diisopropyl-phosphoramidous acid (2R,3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (157327-97-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / pyridine / 20 °C

2: 79 percent / 1H-tetrazole / acetonitrile / 2 h / 20 °C

With pyridine; 1H-tetrazole; In acetonitrile;

DOI:10.1081/NCN-100107190

Reference yield:

3'-deoxyguanosine (3608-58-0) → Diisopropyl-phosphoramidous acid (2R,3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (157327-97-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: TMS-Cl / pyridine / 0.33 h / 20 °C

1.2: 76 percent / pyridine / 2 h / 20 °C

2.1: 82 percent / pyridine / 20 °C

3.1: 79 percent / 1H-tetrazole / acetonitrile / 2 h / 20 °C

With pyridine; 1H-tetrazole; chloro-trimethyl-silane; In pyridine; acetonitrile;

DOI:10.1081/NCN-100107190

upstream raw materials:

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

N-(9-((2R,3R,5S)-5-((bis(4-methoxyphenyl) (phenyl)methoxy)methyl)-3-hydroxytetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide

4,4'-dimethoxytrityl chloride

3'-deoxyguanosine