Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-5-thiocyanato-3,4-dihydro-2H-pyrimidin-1-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-(2,4-dioxo-5-thiocyanato-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester
• CAS No.: 145531-61-9
• Molecular Formula: C₄₀H₄₆N₅O₈PS
• Molecular Weight: 787.874
• Mol file: 145531-61-9.mol

Synonyms:

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

There total 3 articles about Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-5-thiocyanato-3,4-dihydro-2H-pyrimidin-1-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'-deoxyuridine (951-78-0,63844-76-8) → Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-5-thiocyanato-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (145531-61-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) chlorine gas, gl. acetic acid / 1) 1.5 h; 2) 4 h, room temperature

2: 88 percent / 4-(N,N-dimethyl)-aminopyridine / acetonitrile / 2.5 h

3: ethyldiisopropyl amine / CH₂Cl₂ / 5 h

With dmap; chlorine; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4039(00)60938-3

Reference yield:

1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-5-thiocyanatopyrimidine-2,4(1H,3H)-dione (38927-34-3) → Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-5-thiocyanato-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (145531-61-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / 4-(N,N-dimethyl)-aminopyridine / acetonitrile / 2.5 h

2: ethyldiisopropyl amine / CH₂Cl₂ / 5 h

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4039(00)60938-3

Reference yield:

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + 1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-thiocyanato-1H-pyrimidine-2,4-dione (145531-59-5) → Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-5-thiocyanato-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (145531-61-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 5h;

DOI:10.1016/S0040-4039(00)60938-3

upstream raw materials:

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

1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-thiocyanato-1H-pyrimidine-2,4-dione

2'-deoxyuridine

1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-5-thiocyanatopyrimidine-2,4(1H,3H)-dione

Refernces