Diisopropyl-phosphoramidous acid (3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-1-(naphthalene-2-carbonyl)-pyrrolidin-3-yl ester 2-cyano-ethyl ester

Base Information

• Chemical Name: Diisopropyl-phosphoramidous acid (3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-1-(naphthalene-2-carbonyl)-pyrrolidin-3-yl ester 2-cyano-ethyl ester
• CAS No.: 163671-26-9
• Molecular Formula: C₄₆H₅₂N₃O₆P
• Molecular Weight: 773.909

Synonyms:

Chemical Property of Diisopropyl-phosphoramidous acid (3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-1-(naphthalene-2-carbonyl)-pyrrolidin-3-yl ester 2-cyano-ethyl ester

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of Diisopropyl-phosphoramidous acid (3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-1-(naphthalene-2-carbonyl)-pyrrolidin-3-yl ester 2-cyano-ethyl ester

There total 6 articles about Diisopropyl-phosphoramidous acid (3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-1-(naphthalene-2-carbonyl)-pyrrolidin-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:

4,4'-dimethoxytrityl chloride (40615-36-9) → Diisopropyl-phosphoramidous acid (3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-1-(naphthalene-2-carbonyl)-pyrrolidin-3-yl ester 2-cyano-ethyl ester (163671-26-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 65 percent / DMAP, Et₃N / pyridine

2: piperidine / dimethylformamide

3: EDC, HOBT / CH₂Cl₂

4: diisopropylammonium tetrazolide / acetonitrile

With piperidine; dmap; N,N-diisopropylamine tetrazolide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In pyridine; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/0040-4039(94)88498-6

Reference yield:

N-Fmoc-trans-4-Hydroxy-L-Proline (88050-17-3) → Diisopropyl-phosphoramidous acid (3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-1-(naphthalene-2-carbonyl)-pyrrolidin-3-yl ester 2-cyano-ethyl ester (163671-26-9)

Guidance literature:

Multi-step reaction with 5 steps

1: BH₃-Me₂S / tetrahydrofuran / 65 °C

2: 65 percent / DMAP, Et₃N / pyridine

3: piperidine / dimethylformamide

4: EDC, HOBT / CH₂Cl₂

5: diisopropylammonium tetrazolide / acetonitrile

With piperidine; dmap; dimethylsulfide borane complex; N,N-diisopropylamine tetrazolide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/0040-4039(94)88498-6

Reference yield:

N-Fmoc-3R-hydroxypyrrolidine-5S-methanol (163671-09-8) → Diisopropyl-phosphoramidous acid (3R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-1-(naphthalene-2-carbonyl)-pyrrolidin-3-yl ester 2-cyano-ethyl ester (163671-26-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 65 percent / DMAP, Et₃N / pyridine

2: piperidine / dimethylformamide

3: EDC, HOBT / CH₂Cl₂

4: diisopropylammonium tetrazolide / acetonitrile

With piperidine; dmap; N,N-diisopropylamine tetrazolide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In pyridine; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/0040-4039(94)88498-6

upstream raw materials:

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

{(2S,4R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-pyrrolidin-1-yl}-naphthalen-2-yl-methanone

4,4'-dimethoxytrityl chloride

N-Fmoc-trans-4-Hydroxy-L-Proline

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