(S)-N-[(S)-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-ethoxy-methyl]-2-(morpholine-4-sulfonylamino)-3-phenyl-propionamide

Base Information

Chemical Name:(S)-N-[(S)-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-ethoxy-methyl]-2-(morpholine-4-sulfonylamino)-3-phenyl-propionamide
CAS No.:127953-05-3
Molecular Formula:C₃₁H₅₂N₄O₈S
Molecular Weight:640.842
Hs Code.:

(S)-N-[(S)-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-ethoxy-methyl]-2-(morpholine-4-sulfonylamino)-3-phenyl-propionamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-N-[(S)-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-ethoxy-methyl]-2-(morpholine-4-sulfonylamino)-3-phenyl-propionamide

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Technology Process of (S)-N-[(S)-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-ethoxy-methyl]-2-(morpholine-4-sulfonylamino)-3-phenyl-propionamide

There total 12 articles about (S)-N-[(S)-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-ethoxy-methyl]-2-(morpholine-4-sulfonylamino)-3-phenyl-propionamide 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: 33.7%

: 104882-45-3
(S)-2-amino-1-cyclohexyl-(R)-3,(S)-4-dihydroxy-6-methylheptane hydrochloride

: 125191-25-5
Ethoxy-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-acetic acid

: 127953-05-3,139066-39-0,139066-43-6
(S)-N-[(R)-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-ethoxy-methyl]-2-(morpholine-4-sulfonylamino)-3-phenyl-propionamide

: 127953-05-3,139066-39-0,139066-43-6
(S)-N-[(S)-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-ethoxy-methyl]-2-(morpholine-4-sulfonylamino)-3-phenyl-propionamide

Guidance literature:: With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1021/jm00084a008

Reference yield: 33.7%

: 104882-45-3
(S)-2-amino-1-cyclohexyl-(R)-3,(S)-4-dihydroxy-6-methylheptane hydrochloride

: 125191-25-5
Ethoxy-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-acetic acid

: 127953-05-3,139066-39-0,139066-43-6
(S)-N-[(R)-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-ethoxy-methyl]-2-(morpholine-4-sulfonylamino)-3-phenyl-propionamide

: 127953-05-3,139066-39-0,139066-43-6
(S)-N-[(S)-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-ethoxy-methyl]-2-(morpholine-4-sulfonylamino)-3-phenyl-propionamide

Guidance literature:: With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1021/jm00084a008

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 127953-05-3,139066-39-0,139066-43-6
(S)-N-[(S)-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-ethoxy-methyl]-2-(morpholine-4-sulfonylamino)-3-phenyl-propionamide

Guidance literature:: Multi-step reaction with 6 steps

1: 43 percent / 3.33 N aq. NaOH / tetrahydrofuran / 6 h / Ambient temperature

2: 1.) 1,1'-carbonyldiimidazole, 2.) NH₃ gas / 1.) CH₂Cl₂, THF, 45 min, 2.) CH₂Cl₂, THF, RT, overnight

3: 72.3 percent / acetone / 48 h / Heating

4: 66 percent / conc. aq. H₂SO₄ / 5 h / Ambient temperature

5: 97.9 percent / 1 N aq. NaOH / ethanol / 1 h / Ambient temperature

6: 33.7 percent / HOBt, Et₃N, DCC / dimethylformamide / 0 - 20 °C

With sodium hydroxide; sulfuric acid; ammonia; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; 1,1'-carbonyldiimidazole; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00084a008