[(S)-5-((S)-2-Amino-3-phenyl-propionylamino)-6-(4-benzyl-piperidin-1-yl)-6-oxo-hexyl]-carbamic acid benzyl ester; hydrochloride

Base Information

• Chemical Name: [(S)-5-((S)-2-Amino-3-phenyl-propionylamino)-6-(4-benzyl-piperidin-1-yl)-6-oxo-hexyl]-carbamic acid benzyl ester; hydrochloride
• CAS No.: 116227-14-6
• Molecular Formula: C₃₅H₄₄N₄O₄*ClH
• Molecular Weight: 621.22
• Mol file: 116227-14-6.mol

Synonyms:[(S)-5-((S)-2-Amino-3-phenyl-propionylamino)-6-(4-benzyl-piperidin-1-yl)-6-oxo-hexyl]-carbamic acid benzyl ester; hydrochloride

Chemical Property of [(S)-5-((S)-2-Amino-3-phenyl-propionylamino)-6-(4-benzyl-piperidin-1-yl)-6-oxo-hexyl]-carbamic acid benzyl ester; hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(S)-5-((S)-2-Amino-3-phenyl-propionylamino)-6-(4-benzyl-piperidin-1-yl)-6-oxo-hexyl]-carbamic acid benzyl ester; hydrochloride

There total 5 articles about [(S)-5-((S)-2-Amino-3-phenyl-propionylamino)-6-(4-benzyl-piperidin-1-yl)-6-oxo-hexyl]-carbamic acid benzyl ester; hydrochloride 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:

[(S)-6-(4-Benzyl-piperidin-1-yl)-5-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-6-oxo-hexyl]-carbamic acid benzyl ester; hydrate → [(S)-5-((S)-2-Amino-3-phenyl-propionylamino)-6-(4-benzyl-piperidin-1-yl)-6-oxo-hexyl]-carbamic acid benzyl ester; hydrochloride (116227-14-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane;

DOI:10.1248/cpb.36.1289

Reference yield:

4-benzylpyperidine (31252-42-3) → [(S)-5-((S)-2-Amino-3-phenyl-propionylamino)-6-(4-benzyl-piperidin-1-yl)-6-oxo-hexyl]-carbamic acid benzyl ester; hydrochloride (116227-14-6)

Guidance literature:

Multi-step reaction with 4 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

With hydrogenchloride; chloroformic acid ethyl ester; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.36.1289

Reference yield:

Boc-Lys(Z)-OH (2389-45-9) → [(S)-5-((S)-2-Amino-3-phenyl-propionylamino)-6-(4-benzyl-piperidin-1-yl)-6-oxo-hexyl]-carbamic acid benzyl ester; hydrochloride (116227-14-6)

Guidance literature:

Multi-step reaction with 4 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

With hydrogenchloride; chloroformic acid ethyl ester; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.36.1289

upstream raw materials:

4-benzylpyperidine

Boc-Lys(Z)-OH

[(S)-6-(4-Benzyl-piperidin-1-yl)-5-tert-butoxycarbonylamino-6-oxo-hexyl]-carbamic acid benzyl ester

[(S)-5-Amino-6-(4-benzyl-piperidin-1-yl)-6-oxo-hexyl]-carbamic acid benzyl ester; hydrochloride

Downstream raw materials:

{(S)-6-(4-Benzyl-piperidin-1-yl)-5-[(S)-2-(2-tert-butoxycarbonylamino-3-methyl-pentanoylamino)-3-phenyl-propionylamino]-6-oxo-hexyl}-carbamic acid benzyl ester

2-Amino-3-methyl-pentanoic acid {(S)-1-[(S)-5-amino-1-(4-benzyl-piperidine-1-carbonyl)-pentylcarbamoyl]-2-phenyl-ethyl}-amide

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

{(S)-6-(4-Benzyl-piperidin-1-yl)-5-[(S)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-pentanoylamino)-3-phenyl-propionylamino]-6-oxo-hexyl}-carbamic acid benzyl ester