Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-3-yl ester
• CAS No.: 174870-98-5
• Molecular Formula: C₅₄H₅₈Cl₃N₄O₁₀P
• Molecular Weight: 1060.41

Synonyms:

Chemical Property of Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-3-yl ester

There total 6 articles about Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-3-yl 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: 84.0%

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + 1-{(2R,3R,4R,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-3-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione (174870-97-4) → Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-3-yl ester (174870-98-5,174871-00-2)

Guidance literature:

With dmap; diisopropylamine; In toluene; for 3h;

DOI:10.1016/0040-4020(95)00981-7

Reference yield:

uridine (58-96-8) → Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-3-yl ester (174870-98-5,174871-00-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 89 percent / pyridine / 16 h / Ambient temperature

2: 61 percent / 3A molecular sieves, collidine, silver p-toluenesulfonate / toluene / 120 h

3: 86 percent / n-tetrabutylammonium fluoride / tetrahydrofuran / 168 h

4: 71 percent / pyridine / 20 h / Ambient temperature

5: 84 percent / diisopropylamine, 4-dimethylaminopyridine / toluene / 3 h

With pyridine; 2,3,5-trimethyl-pyridine; dmap; 3 A molecular sieve; tetrabutyl ammonium fluoride; silver(I) 4-methylbenzenesulfonate; diisopropylamine; In tetrahydrofuran; toluene;

DOI:10.1016/0040-4020(95)00981-7

Reference yield:

1-{(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione (174870-96-3) → Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-3-yl ester (174870-98-5,174871-00-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / pyridine / 20 h / Ambient temperature

2: 84 percent / diisopropylamine, 4-dimethylaminopyridine / toluene / 3 h

With pyridine; dmap; diisopropylamine; In toluene;

DOI:10.1016/0040-4020(95)00981-7

upstream raw materials:

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

1-{(2R,3R,4R,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-3-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione

uridine

1-{(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-[2,2,2-trichloro-1,1-bis-(4-methoxy-phenyl)-ethoxy]-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione

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