(S)-4-[N-(benzyloxycarbonyl)-L-phenylalanyl-L-alanyl]amino-6,6,6-trifluoro-5-oxohexanoic acid

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Chemical Name:(S)-4-[N-(benzyloxycarbonyl)-L-phenylalanyl-L-alanyl]amino-6,6,6-trifluoro-5-oxohexanoic acid
CAS No.:911034-09-8
Molecular Formula:C₂₆H₂₈F₃N₃O₇
Molecular Weight:551.519
Hs Code.:

Synonyms:(S)-4-[N-(benzyloxycarbonyl)-L-phenylalanyl-L-alanyl]amino-6,6,6-trifluoro-5-oxohexanoic acid

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Chemical Property of (S)-4-[N-(benzyloxycarbonyl)-L-phenylalanyl-L-alanyl]amino-6,6,6-trifluoro-5-oxohexanoic acid

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Technology Process of (S)-4-[N-(benzyloxycarbonyl)-L-phenylalanyl-L-alanyl]amino-6,6,6-trifluoro-5-oxohexanoic acid

There total 10 articles about (S)-4-[N-(benzyloxycarbonyl)-L-phenylalanyl-L-alanyl]amino-6,6,6-trifluoro-5-oxohexanoic acid 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:

: 3338-39-4,16088-00-9,16088-38-3,17563-25-6,55387-02-5,80996-16-3,21881-18-5
N-benzyloxycarbonyl-L-phenylalanyl-L-alanine

: 911034-09-8
(S)-4-[N-(benzyloxycarbonyl)-L-phenylalanyl-L-alanyl]amino-6,6,6-trifluoro-5-oxohexanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: HOBt; EDC*HCl / dimethylformamide / 0 - 20 °C

2: Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

3: TFA / CH₂Cl₂ / 0 - 20 °C

With benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.06.052

Reference yield:

: 23632-67-9
(S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid

: 911034-09-8
(S)-4-[N-(benzyloxycarbonyl)-L-phenylalanyl-L-alanyl]amino-6,6,6-trifluoro-5-oxohexanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 45 percent / DMAP; ECD*HCl; Et₃N / tetrahydrofuran / 16 h / 20 °C

2: 92 percent / cesium fluoride / tetrahydrofuran / 2 h / 20 °C / sonication

3: 68 percent / NaBH₄ / methanol / 16 h / 20 °C

4: 100 percent / H₂ / Pd/C / methanol / 16 h / 20 °C

5: HOBt; EDC*HCl / dimethylformamide / 0 - 20 °C

6: Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

7: TFA / CH₂Cl₂ / 0 - 20 °C

With dmap; sodium tetrahydroborate; ECD*HCl; hydrogen; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; cesium fluoride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.06.052

Reference yield:

: 23632-68-0
4(S)-(2-tert-butoxycarbonylethyl)-5-oxo-oxazolidine 3-carboxylic acid benzyl ester

: 911034-09-8
(S)-4-[N-(benzyloxycarbonyl)-L-phenylalanyl-L-alanyl]amino-6,6,6-trifluoro-5-oxohexanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / cesium fluoride / tetrahydrofuran / 2 h / 20 °C / sonication

2: 68 percent / NaBH₄ / methanol / 16 h / 20 °C

3: 100 percent / H₂ / Pd/C / methanol / 16 h / 20 °C

4: HOBt; EDC*HCl / dimethylformamide / 0 - 20 °C

5: Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

6: TFA / CH₂Cl₂ / 0 - 20 °C

With sodium tetrahydroborate; hydrogen; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; cesium fluoride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.06.052