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

Base Information

• Chemical Name: Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(6-oxo-2-phenylacetylamino-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester
• CAS No.: 172965-88-7
• Molecular Formula: C₄₈H₅₄N₇O₈P
• Molecular Weight: 887.973

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

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

There total 8 articles about Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(6-oxo-2-phenylacetylamino-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:

2'-Deoxyguanosine (961-07-9) → Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(6-oxo-2-phenylacetylamino-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (172965-88-7,172966-42-6,189745-30-0)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 0.5 h / Ambient temperature

2: N-hydroxybenzotriazole, pyridine / acetonitrile / 0 - 25 °C

3: 82 percent / DMAP, pyridine / 5 h / Ambient temperature

4: (iPr)2NEt / tetrahydrofuran / 0.33 h / Ambient temperature

With pyridine; dmap; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; acetonitrile;

DOI:10.1002/anie.199706471

Reference yield:

phenylacetic anhydride (1555-80-2) → Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(6-oxo-2-phenylacetylamino-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (172965-88-7,172966-42-6,189745-30-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 77 percent / pyridine / 0.5 h / 120 °C

2: (n-Bu)4NF / tetrahydrofuran / 1 h / Ambient temperature

3: 82 percent / DMAP, pyridine / 5 h / Ambient temperature

4: (iPr)2NEt / tetrahydrofuran / 0.33 h / Ambient temperature

With pyridine; dmap; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1002/anie.199706471

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(6-oxo-2-phenylacetylamino-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (172965-88-7,172966-42-6,189745-30-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / DMAP, pyridine / 5 h / Ambient temperature

2: (iPr)2NEt / tetrahydrofuran / 0.33 h / Ambient temperature

With pyridine; dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1002/anie.199706471

upstream raw materials:

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

5'-O-Dimethoxytrityl-2-N-phenylacetyl-2'-deoxyquanosine

phenylacetic anhydride

4,4'-dimethoxytrityl chloride

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