2-[(S)-2-(4-Chloro-benzyl)-3,6-dioxo-4-(3-phenyl-propyl)-piperazin-1-yl]-N-((S)-1-{(S)-1-[imino-(2,2,5,7,8-pentamethyl-chroman-6-sulfonylamino)-methyl]-piperidin-3-ylmethyl}-2-oxo-2-thiazol-2-yl-ethyl)-acetamide

Base Information

Chemical Name:2-[(S)-2-(4-Chloro-benzyl)-3,6-dioxo-4-(3-phenyl-propyl)-piperazin-1-yl]-N-((S)-1-{(S)-1-[imino-(2,2,5,7,8-pentamethyl-chroman-6-sulfonylamino)-methyl]-piperidin-3-ylmethyl}-2-oxo-2-thiazol-2-yl-ethyl)-acetamide
CAS No.:251309-03-2
Molecular Formula:C₄₈H₅₈ClN₇O₇S₂
Molecular Weight:944.616
Hs Code.:

2-[(S)-2-(4-Chloro-benzyl)-3,6-dioxo-4-(3-phenyl-propyl)-piperazin-1-yl]-N-((S)-1-{(S)-1-[imino-(2,2,5,7,8-pentamethyl-chroman-6-sulfonylamino)-methyl]-piperidin-3-ylmethyl}-2-oxo-2-thiazol-2-yl-ethyl)-acetamide

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Chemical Property of 2-[(S)-2-(4-Chloro-benzyl)-3,6-dioxo-4-(3-phenyl-propyl)-piperazin-1-yl]-N-((S)-1-{(S)-1-[imino-(2,2,5,7,8-pentamethyl-chroman-6-sulfonylamino)-methyl]-piperidin-3-ylmethyl}-2-oxo-2-thiazol-2-yl-ethyl)-acetamide

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Technology Process of 2-[(S)-2-(4-Chloro-benzyl)-3,6-dioxo-4-(3-phenyl-propyl)-piperazin-1-yl]-N-((S)-1-{(S)-1-[imino-(2,2,5,7,8-pentamethyl-chroman-6-sulfonylamino)-methyl]-piperidin-3-ylmethyl}-2-oxo-2-thiazol-2-yl-ethyl)-acetamide

There total 8 articles about 2-[(S)-2-(4-Chloro-benzyl)-3,6-dioxo-4-(3-phenyl-propyl)-piperazin-1-yl]-N-((S)-1-{(S)-1-[imino-(2,2,5,7,8-pentamethyl-chroman-6-sulfonylamino)-methyl]-piperidin-3-ylmethyl}-2-oxo-2-thiazol-2-yl-ethyl)-acetamide 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: 55.0%

: 251308-88-0
[(S)-2-(4-Chloro-benzyl)-3,6-dioxo-4-(3-phenyl-propyl)-piperazin-1-yl]-acetic acid

: 2,2,5,7,8-Pentamethyl-chroman-6-sulfonic acid {[(S)-3-((S)-2-amino-3-oxo-3-thiazol-2-yl-propyl)-piperidin-1-yl]-imino-methyl}-amide; hydrochloride

: 251309-03-2
2-[(S)-2-(4-Chloro-benzyl)-3,6-dioxo-4-(3-phenyl-propyl)-piperazin-1-yl]-N-((S)-1-{(S)-1-[imino-(2,2,5,7,8-pentamethyl-chroman-6-sulfonylamino)-methyl]-piperidin-3-ylmethyl}-2-oxo-2-thiazol-2-yl-ethyl)-acetamide

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(99)00418-7

Reference yield:

: 2038-57-5
3-Phenylpropan-1-amine

: 251309-03-2
2-[(S)-2-(4-Chloro-benzyl)-3,6-dioxo-4-(3-phenyl-propyl)-piperazin-1-yl]-N-((S)-1-{(S)-1-[imino-(2,2,5,7,8-pentamethyl-chroman-6-sulfonylamino)-methyl]-piperidin-3-ylmethyl}-2-oxo-2-thiazol-2-yl-ethyl)-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1: 48 percent / Et₃N / methanol

2: DIPCDI; HOAt; DIEA / dimethylformamide

3: 100 percent / TFA / CH₂Cl₂

4: 70 percent / Et₃N / methanol / Heating

5: 85 percent / NaH / dimethylformamide

6: 100 percent / TFA / CH₂Cl₂

7: 55 percent / HATU; HOAt; DIEA / dimethylformamide

With 1-hydroxy-7-aza-benzotriazole; 1,3-di-tert-butylcarbodiimide; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Condensation / 3: deprotection / 4: Cyclization / 5: Alkylation / 6: Hydrolysis / 7: Condensation;
DOI:10.1016/S0960-894X(99)00418-7

Reference yield:

: 51301-86-1,57292-44-1,129101-26-4,68090-88-0
Boc-p-chloro-L-Phe-OH

: 251309-03-2
2-[(S)-2-(4-Chloro-benzyl)-3,6-dioxo-4-(3-phenyl-propyl)-piperazin-1-yl]-N-((S)-1-{(S)-1-[imino-(2,2,5,7,8-pentamethyl-chroman-6-sulfonylamino)-methyl]-piperidin-3-ylmethyl}-2-oxo-2-thiazol-2-yl-ethyl)-acetamide

Guidance literature:: Multi-step reaction with 6 steps

1: DIPCDI; HOAt; DIEA / dimethylformamide

2: 100 percent / TFA / CH₂Cl₂

3: 70 percent / Et₃N / methanol / Heating

4: 85 percent / NaH / dimethylformamide

5: 100 percent / TFA / CH₂Cl₂

6: 55 percent / HATU; HOAt; DIEA / dimethylformamide

With 1-hydroxy-7-aza-benzotriazole; 1,3-di-tert-butylcarbodiimide; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: deprotection / 3: Cyclization / 4: Alkylation / 5: Hydrolysis / 6: Condensation;
DOI:10.1016/S0960-894X(99)00418-7