(3S,4S)-4-{2-Allylsulfanyl-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-acetylamino}-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-amide

Base Information

Chemical Name:(3S,4S)-4-{2-Allylsulfanyl-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-acetylamino}-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-amide
CAS No.:138958-62-0
Molecular Formula:C₃₅H₅₆N₆O₈S₂
Molecular Weight:752.997
Hs Code.:

(3S,4S)-4-{2-Allylsulfanyl-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-acetylamino}-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-amide

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Chemical Property of (3S,4S)-4-{2-Allylsulfanyl-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-acetylamino}-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-amide

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Technology Process of (3S,4S)-4-{2-Allylsulfanyl-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-acetylamino}-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-amide

There total 6 articles about (3S,4S)-4-{2-Allylsulfanyl-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-acetylamino}-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-amide 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:

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

: 138958-62-0
(3S,4S)-4-{2-Allylsulfanyl-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-acetylamino}-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-amide

Guidance literature:: Multi-step reaction with 7 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: 67.4 percent / conc. aq. H₂SO₄ / Ambient temperature

5: naphthalenesulfonic acid / CH₂Cl₂ / 2 h / Heating

6: 1 N aq. NaOH / ethanol / 0.75 h / Ambient temperature

7: HOBt, DCC / dimethylformamide

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

Reference yield:

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

: 138958-62-0
(3S,4S)-4-{2-Allylsulfanyl-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-acetylamino}-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-amide

Guidance literature:: Multi-step reaction with 6 steps

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

2: 72.3 percent / acetone / 48 h / Heating

3: 67.4 percent / conc. aq. H₂SO₄ / Ambient temperature

4: naphthalenesulfonic acid / CH₂Cl₂ / 2 h / Heating

5: 1 N aq. NaOH / ethanol / 0.75 h / Ambient temperature

6: HOBt, DCC / dimethylformamide

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

Reference yield:

: 125191-22-2
N-(4-morpholinylsilfonyl)-L-phenylalaninamide

: 138958-62-0
(3S,4S)-4-{2-Allylsulfanyl-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-acetylamino}-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 72.3 percent / acetone / 48 h / Heating

2: 67.4 percent / conc. aq. H₂SO₄ / Ambient temperature

3: naphthalenesulfonic acid / CH₂Cl₂ / 2 h / Heating

4: 1 N aq. NaOH / ethanol / 0.75 h / Ambient temperature

5: HOBt, DCC / dimethylformamide

With sodium hydroxide; naphthalenesulfonic acid; sulfuric acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00084a008