(S)-2-Benzyloxycarbonylamino-3-{2-[(R)-3-(4-cyano-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetylamino}-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-Benzyloxycarbonylamino-3-{2-[(R)-3-(4-cyano-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetylamino}-propionic acid methyl ester
CAS No.:190446-68-5
Molecular Formula:C₂₄H₂₄N₄O₆
Molecular Weight:464.478
Hs Code.:

Synonyms:(S)-2-Benzyloxycarbonylamino-3-{2-[(R)-3-(4-cyano-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetylamino}-propionic acid methyl ester

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Chemical Property of (S)-2-Benzyloxycarbonylamino-3-{2-[(R)-3-(4-cyano-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetylamino}-propionic acid methyl ester

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Technology Process of (S)-2-Benzyloxycarbonylamino-3-{2-[(R)-3-(4-cyano-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetylamino}-propionic acid methyl ester

There total 2 articles about (S)-2-Benzyloxycarbonylamino-3-{2-[(R)-3-(4-cyano-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetylamino}-propionic acid methyl 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: 89.0%

: 75760-11-1
(S)-methyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate

: 181023-08-5
(R)-2-[3-(4-cyanophenyl)-4,5-dihydroisoxazol-5-yl]acetic acid

: 190446-68-5
(S)-2-Benzyloxycarbonylamino-3-{2-[(R)-3-(4-cyano-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetylamino}-propionic acid methyl ester

Guidance literature:: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In N,N-dimethyl-formamide; for 16h; Ambient temperature;
DOI:10.1021/jm960799i

Reference yield:

: butyl (R,S)-3-(cyanophenyl)-4,5-dihydro-5-isoxazoleacetate

: 190446-68-5
(S)-2-Benzyloxycarbonylamino-3-{2-[(R)-3-(4-cyano-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetylamino}-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / aq. NaHCO₃, Amano P₃₀ lipase / acetonitrile / 18 h

2: 89 percent / O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium tetrafluoroborate, Et₃N / dimethylformamide / 16 h / Ambient temperature

With Amano P₃₀ lipase; sodium hydrogencarbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm960799i

Reference yield:

: 190446-68-5
(S)-2-Benzyloxycarbonylamino-3-{2-[(R)-3-(4-cyano-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetylamino}-propionic acid methyl ester

: (S)-2-Benzyloxycarbonylamino-3-{2-[(R)-3-(4-carbamimidoyl-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetylamino}-propionic acid methyl ester; hydrochloride

Guidance literature:: Multi-step reaction with 2 steps

1: HCl gas / 5 h / Ambient temperature

2: ammonium carbonate / methanol / 16 h / Ambient temperature

With ammonium carbonate; hydrogenchloride; In methanol;
DOI:10.1021/jm960799i