(4S)-4-[[(benzyloxy)carbonyl]amino]-3-oxo-5-phenyl-2-triphenylphosphoranylidene-pentanenitrile

Base Information

• Chemical Name: (4S)-4-[[(benzyloxy)carbonyl]amino]-3-oxo-5-phenyl-2-triphenylphosphoranylidene-pentanenitrile
• CAS No.: 214122-05-1
• Molecular Formula: C₃₇H₃₁N₂O₃P
• Molecular Weight: 582.638

Synonyms:(4S)-4-[[(benzyloxy)carbonyl]amino]-3-oxo-5-phenyl-2-triphenylphosphoranylidene-pentanenitrile

Chemical Property of (4S)-4-[[(benzyloxy)carbonyl]amino]-3-oxo-5-phenyl-2-triphenylphosphoranylidene-pentanenitrile

Chemical Property:

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Technology Process of (4S)-4-[[(benzyloxy)carbonyl]amino]-3-oxo-5-phenyl-2-triphenylphosphoranylidene-pentanenitrile

There total 3 articles about (4S)-4-[[(benzyloxy)carbonyl]amino]-3-oxo-5-phenyl-2-triphenylphosphoranylidene-pentanenitrile 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: 80.0%

N-Cbz-L-Phe (1161-13-3) + cyanomethylene triphenylphosphorane (16640-68-9) → (4S)-4-[[(benzyloxy)carbonyl]amino]-3-oxo-5-phenyl-2-triphenylphosphoranylidene-pentanenitrile (214122-05-1)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; Ambient temperature;

DOI:10.1021/jo00095a005

Reference yield: 79.0%

cyanomethylene triphenylphosphorane (16640-68-9) + (S)-benzyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate (769922-77-2) → (4S)-4-[[(benzyloxy)carbonyl]amino]-3-oxo-5-phenyl-2-triphenylphosphoranylidene-pentanenitrile (214122-05-1)

Guidance literature:

In acetonitrile; at 60 ℃; for 0.166667h; Microwave irradiation;

DOI:10.3987/COM-08-S(F)12

Reference yield: 77.0%

(cyanomethyl)triphenylphosphonium chloride (4336-70-3) + Nα-carbobenzyloxy-L-phenylalanine N-carboxanhydride (25613-60-9) → (4S)-4-[[(benzyloxy)carbonyl]amino]-3-oxo-5-phenyl-2-triphenylphosphoranylidene-pentanenitrile (214122-05-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.75h; Ambient temperature;

DOI:10.1016/S0040-4039(98)01504-4

upstream raw materials:

N-Cbz-L-Phe

cyanomethylene triphenylphosphorane

(cyanomethyl)triphenylphosphonium chloride

Nα-carbobenzyloxy-L-phenylalanine N-carboxanhydride

Downstream raw materials:

(2RS)-5-amino-2-benzyl-4-triphenylphosphonio-2,4-dihydropyrrol-3-one bromide

(2R,3S)-2-hydroxy-4-phenyl-3-[[[3-(phenylazo)benzene]carbonyl]amino]butanoic acid methyl ester

(2R,3S)-2-hydroxy-4-phenyl-3-[[[4-(phenylazo)benzene]carbonyl]amino]butanoic acid methyl ester

(3S)-2-oxo-4-phenyl-3-[[[3-(phenylazo)benzene]carbonyl]amino]butanoic acid methyl ester

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