(S)-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-L-alaninamide

Base Information

Chemical Name:(S)-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-L-alaninamide
CAS No.:135704-20-0
Molecular Formula:C₃₂H₄₄F₂N₆O₈S₂
Molecular Weight:742.866
Hs Code.:

Synonyms:(S)-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-L-alaninamide

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Chemical Property of (S)-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-L-alaninamide

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Technology Process of (S)-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-L-alaninamide

There total 9 articles about (S)-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-L-alaninamide 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: 67.0%

: 135727-11-6
(S)-5-Cyclohexyl-2,2-difluoro-4-{(S)-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-3-[2-(2,2,2-trichloro-ethoxycarbonylamino)-thiazol-4-yl]-propionylamino}-3-oxo-pentanoic acid ethyl ester

: 135704-20-0
(S)-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-L-alaninamide

Guidance literature:: With ammonium chloride; zinc; In tetrahydrofuran; methanol; for 9.5h; Ambient temperature;
DOI:10.1021/jm00092a006

Reference yield:

: 135704-30-2
(S)-3-(2-Amino-thiazol-4-yl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester

: 135704-20-0
(S)-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-L-alaninamide

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / DMAP / CH₂Cl₂ / 4 h / -20 °C

2: 84 percent / aq. KOH / methanol / 3.5 h / Ambient temperature

3: 28 percent / N-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC), Et₃N / dimethylformamide / 0 - 20 °C

4: 91 percent / HCl (gas) / CH₂Cl₂; methanol / Ambient temperature

5: 54 percent / N-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / dimethylformamide / 0 - 20 °C

6: 84 percent / Cl₂HCCO₂H, dicyclohexylcarbodiimide (DCC) / CH₂Cl₂; dimethylsulfoxide / 18 h / Ambient temperature

7: 67 percent / Zn, NH₄Cl / tetrahydrofuran; methanol / 9.5 h / Ambient temperature

With hydrogenchloride; dichloro-acetic acid; dmap; potassium hydroxide; ammonium chloride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; zinc; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm00092a006

Reference yield:

: 124278-39-3
N-(4-MorpholinYlsulfonyl)-L-phenylalanine

: 135704-20-0
(S)-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-L-alaninamide

Guidance literature:: Multi-step reaction with 3 steps

1: 54 percent / N-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / dimethylformamide / 0 - 20 °C

2: 84 percent / Cl₂HCCO₂H, dicyclohexylcarbodiimide (DCC) / CH₂Cl₂; dimethylsulfoxide / 18 h / Ambient temperature

3: 67 percent / Zn, NH₄Cl / tetrahydrofuran; methanol / 9.5 h / Ambient temperature

With dichloro-acetic acid; ammonium chloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; zinc; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm00092a006