(S)-N-[(S)-5-Amino-1-(4-benzyl-piperidine-1-carbonyl)-pentyl]-3-phenyl-2-(toluene-4-sulfonylamino)-propionamide

Base Information

Chemical Name:(S)-N-[(S)-5-Amino-1-(4-benzyl-piperidine-1-carbonyl)-pentyl]-3-phenyl-2-(toluene-4-sulfonylamino)-propionamide
CAS No.:116194-00-4
Molecular Formula:C₃₄H₄₄N₄O₄S
Molecular Weight:604.814
Hs Code.:

Synonyms:(S)-N-[(S)-5-Amino-1-(4-benzyl-piperidine-1-carbonyl)-pentyl]-3-phenyl-2-(toluene-4-sulfonylamino)-propionamide

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Chemical Property of (S)-N-[(S)-5-Amino-1-(4-benzyl-piperidine-1-carbonyl)-pentyl]-3-phenyl-2-(toluene-4-sulfonylamino)-propionamide

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Technology Process of (S)-N-[(S)-5-Amino-1-(4-benzyl-piperidine-1-carbonyl)-pentyl]-3-phenyl-2-(toluene-4-sulfonylamino)-propionamide

There total 7 articles about (S)-N-[(S)-5-Amino-1-(4-benzyl-piperidine-1-carbonyl)-pentyl]-3-phenyl-2-(toluene-4-sulfonylamino)-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: 82.5%

: {(S)-6-(4-Benzyl-piperidin-1-yl)-6-oxo-5-[(S)-3-phenyl-2-(toluene-4-sulfonylamino)-propionylamino]-hexyl}-carbamic acid benzyl ester

: 116194-00-4
(S)-N-[(S)-5-Amino-1-(4-benzyl-piperidine-1-carbonyl)-pentyl]-3-phenyl-2-(toluene-4-sulfonylamino)-propionamide

Guidance literature:: With hydrogenchloride; palladium; In methanol; water;
DOI:10.1248/cpb.36.1289

Reference yield:

: 31252-42-3
4-benzylpyperidine

: 116194-00-4
(S)-N-[(S)-5-Amino-1-(4-benzyl-piperidine-1-carbonyl)-pentyl]-3-phenyl-2-(toluene-4-sulfonylamino)-propionamide

Guidance literature:: Multi-step reaction with 6 steps

1: 77 percent / ethyl chloroformate, Et₃N / tetrahydrofuran / 18 h / 4 °C

2: HCl / dioxane

3: 36 percent / HOBt, Et₃N, DCC / dimethylformamide / 1.) -15 deg C, 1 h; 2.) 4 deg C, 18 h

4: HCl / dioxane

5: 47.4 percent / Et₃N / dimethylformamide / 2 h / 0 °C

6: 82.5 percent / 1N HCl, / Pd / methanol; H₂O

With hydrogenchloride; chloroformic acid ethyl ester; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;
DOI:10.1248/cpb.36.1289

Reference yield:

: 2389-45-9
Boc-Lys(Z)-OH

: 116194-00-4
(S)-N-[(S)-5-Amino-1-(4-benzyl-piperidine-1-carbonyl)-pentyl]-3-phenyl-2-(toluene-4-sulfonylamino)-propionamide

Guidance literature:: Multi-step reaction with 6 steps

1: 77 percent / ethyl chloroformate, Et₃N / tetrahydrofuran / 18 h / 4 °C

2: HCl / dioxane

3: 36 percent / HOBt, Et₃N, DCC / dimethylformamide / 1.) -15 deg C, 1 h; 2.) 4 deg C, 18 h

4: HCl / dioxane

5: 47.4 percent / Et₃N / dimethylformamide / 2 h / 0 °C

6: 82.5 percent / 1N HCl, / Pd / methanol; H₂O

With hydrogenchloride; chloroformic acid ethyl ester; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;
DOI:10.1248/cpb.36.1289