<1S-(1R,2R,4S*)>-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,4-dihydroxyhexyl>-L-alaninamide

Base Information

Chemical Name:<1S-(1R*,2R*,4S*)>-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,4-dihydroxyhexyl>-L-alaninamide
CAS No.:135704-11-9
Molecular Formula:C₃₂H₅₀N₆O₇S₂
Molecular Weight:694.917
Hs Code.:

<1S-(1R*,2R*,4S*)>-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,4-dihydroxyhexyl>-L-alaninamide

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Chemical Property of <1S-(1R*,2R*,4S*)>-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,4-dihydroxyhexyl>-L-alaninamide

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Technology Process of <1S-(1R*,2R*,4S*)>-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,4-dihydroxyhexyl>-L-alaninamide

There total 7 articles about <1S-(1R*,2R*,4S*)>-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,4-dihydroxyhexyl>-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: 30.0%

: 142211-46-9
(4-{(S)-2-((1S,2S,4R)-1-Cyclohexylmethyl-2,4-dihydroxy-hexylcarbamoyl)-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-ethyl}-thiazol-2-yl)-carbamic acid benzyl ester

: 135704-11-9,142186-42-3
<1S-(1R*,2R*,4S*)>-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,4-dihydroxyhexyl>-L-alaninamide

Guidance literature:: With hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; for 6h; 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

: 135704-11-9,142186-42-3
<1S-(1R*,2R*,4S*)>-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,4-dihydroxyhexyl>-L-alaninamide

Guidance literature:: Multi-step reaction with 6 steps

1: aq. sodium bicarbonate / tetrahydrofuran; CH₂Cl₂ / Ambient temperature

2: 80 percent / aq. KOH / ethanol / 4 h / Ambient temperature

3: 33 percent / N-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / dimethylformamide / 0 - 20 °C

4: 100 percent / HCl (gas) / CH₂Cl₂; methanol / Ambient temperature

5: 74 percent / N-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC), DMAP / dimethylformamide / 0 - 20 °C

6: 30 percent / H₂, p-toluenesulfonic acid hydrate / 20percent Pd/C / methanol / 6 h / Ambient temperature

With hydrogenchloride; dmap; potassium hydroxide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00092a006

Reference yield:

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

: 135704-11-9,142186-42-3
<1S-(1R*,2R*,4S*)>-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,4-dihydroxyhexyl>-L-alaninamide

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / N-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC), DMAP / dimethylformamide / 0 - 20 °C

2: 30 percent / H₂, p-toluenesulfonic acid hydrate / 20percent Pd/C / methanol / 6 h / Ambient temperature

With dmap; hydrogen; benzotriazol-1-ol; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00092a006