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

Base Information

• Chemical Name: Diisopropyl-phosphoramidous acid (2S,3S,4S,5S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester
• CAS No.: 200562-35-2
• Molecular Formula: C₄₇H₅₄N₅O₁₂P
• Molecular Weight: 911.946

Synonyms:Diisopropyl-phosphoramidous acid (2S,3S,4S,5S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

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

Chemical Property:

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

There total 5 articles about Diisopropyl-phosphoramidous acid (2S,3S,4S,5S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(2-nitro-benzyloxymethoxy)-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: 93.0%

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + 1-[(2S,3S,4S,5S)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione (200562-19-2) → Diisopropyl-phosphoramidous acid (2S,3S,4S,5S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (200562-35-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1002/hlca.19970800803

Reference yield:

(3S,4R,5S)-5-Triisopropylsilanyloxymethyl-tetrahydro-furan-2,3,4-triol → Diisopropyl-phosphoramidous acid (2S,3S,4S,5S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (200562-35-2)

Guidance literature:

Multi-step reaction with 5 steps

1: CH₂Cl₂; pyridine / 14 h / Ambient temperature

2: 1.) BSA, SnCl₄; 2.) conc. aq. HCl / 1.) MeCN, 60 deg C, 1 h; 2.) THF, r.t., 1 h

3: 1.) (i-Pr)2NEt; 2.) 10N aq. NaOH / 1.) CH₂Cl₂, r.t., 30 min; 2.) CH₂Cl₂, THF, MeOH, 4 deg C, 25 min

4: 1.) (i-Pr)2NEt, Bu₂SnCl₂ / 1.) CH₂Cl₂, r.t., 90 min; 2.) CH₂Cl₂, 80 deg C, 20 min

5: 93 percent / (i-Pr)2NEt / CH₂Cl₂ / 3 h / Ambient temperature

With hydrogenchloride; benzenesulfonamide; sodium hydroxide; dibutyltin chloride; tin(IV) chloride; N-ethyl-N,N-diisopropylamine; In pyridine; dichloromethane;

DOI:10.1002/hlca.19970800803

Reference yield:

1-(2',3'-di-O-benzoyl-β-L-ribofuranosyl)uracil (200562-09-0) → Diisopropyl-phosphoramidous acid (2S,3S,4S,5S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (200562-35-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) (i-Pr)2NEt; 2.) 10N aq. NaOH / 1.) CH₂Cl₂, r.t., 30 min; 2.) CH₂Cl₂, THF, MeOH, 4 deg C, 25 min

2: 1.) (i-Pr)2NEt, Bu₂SnCl₂ / 1.) CH₂Cl₂, r.t., 90 min; 2.) CH₂Cl₂, 80 deg C, 20 min

3: 93 percent / (i-Pr)2NEt / CH₂Cl₂ / 3 h / Ambient temperature

With sodium hydroxide; dibutyltin chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1002/hlca.19970800803

upstream raw materials:

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

1-[(2S,3S,4S,5S)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

1-(2',3'-di-O-benzoyl-β-L-ribofuranosyl)uracil

5'-O-(4,4'-dimethoxytrityl)-L-uridine

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