Carbamic acid, [5-[[2-[(3-methyl-1-oxopentyl)amino]-1-oxo-3-phenylpropyl]amino]-6-oxo -6-[4-(phenylmethyl)-1-piperidinyl]hexyl]-, phenylmethyl ester

Base Information

• Chemical Name: Carbamic acid, [5-[[2-[(3-methyl-1-oxopentyl)amino]-1-oxo-3-phenylpropyl]amino]-6-oxo -6-[4-(phenylmethyl)-1-piperidinyl]hexyl]-, phenylmethyl ester
• CAS No.: 116194-18-4
• Molecular Formula: C41H54N4O5
• Molecular Weight: 682.904
• Mol file: 116194-18-4.mol

Synonyms:

Chemical Property of Carbamic acid, [5-[[2-[(3-methyl-1-oxopentyl)amino]-1-oxo-3-phenylpropyl]amino]-6-oxo -6-[4-(phenylmethyl)-1-piperidinyl]hexyl]-, phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [5-[[2-[(3-methyl-1-oxopentyl)amino]-1-oxo-3-phenylpropyl]amino]-6-oxo -6-[4-(phenylmethyl)-1-piperidinyl]hexyl]-, phenylmethyl ester

There total 6 articles about Carbamic acid, [5-[[2-[(3-methyl-1-oxopentyl)amino]-1-oxo-3-phenylpropyl]amino]-6-oxo -6-[4-(phenylmethyl)-1-piperidinyl]hexyl]-, phenylmethyl ester 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: 70.0%

3-methylvaleric acid (105-43-1,22160-40-3) + [(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) → {(S)-6-(4-Benzyl-piperidin-1-yl)-5-[(S)-2-(3-methyl-pentanoylamino)-3-phenyl-propionylamino]-6-oxo-hexyl}-carbamic acid benzyl ester (116194-18-4)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; 1.) -15 deg C, 1h; 2.) 4 deg C, 18 h;

DOI:10.1248/cpb.36.1289

Reference yield:

4-benzylpyperidine (31252-42-3) → {(S)-6-(4-Benzyl-piperidin-1-yl)-5-[(S)-2-(3-methyl-pentanoylamino)-3-phenyl-propionylamino]-6-oxo-hexyl}-carbamic acid benzyl ester (116194-18-4)

Guidance literature:

Multi-step reaction with 5 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: 70 percent / HOBt, Et₃N, DCC / dimethylformamide / 1.) -15 deg C, 1h; 2.) 4 deg C, 18 h

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)-6-(4-Benzyl-piperidin-1-yl)-5-[(S)-2-(3-methyl-pentanoylamino)-3-phenyl-propionylamino]-6-oxo-hexyl}-carbamic acid benzyl ester (116194-18-4)

Guidance literature:

Multi-step reaction with 5 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: 70 percent / HOBt, Et₃N, DCC / dimethylformamide / 1.) -15 deg C, 1h; 2.) 4 deg C, 18 h

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:

3-methylvaleric acid

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

4-benzylpyperidine

Boc-Lys(Z)-OH