(3S,4S)-3-Hydroxy-6-methyl-4-[(S)-2-(3-naphthalen-1-yl-2-naphthalen-1-ylmethyl-propionylamino)-6-(3-phenyl-thioureido)-hexanoylamino]-heptanoic acid ((S)-2-methyl-butyl)-amide

Base Information

• Chemical Name: (3S,4S)-3-Hydroxy-6-methyl-4-[(S)-2-(3-naphthalen-1-yl-2-naphthalen-1-ylmethyl-propionylamino)-6-(3-phenyl-thioureido)-hexanoylamino]-heptanoic acid ((S)-2-methyl-butyl)-amide
• CAS No.: 119809-01-7
• Molecular Formula: C₅₀H₆₃N₅O₄S
• Molecular Weight: 830.147

Synonyms:(3S,4S)-3-Hydroxy-6-methyl-4-[(S)-2-(3-naphthalen-1-yl-2-naphthalen-1-ylmethyl-propionylamino)-6-(3-phenyl-thioureido)-hexanoylamino]-heptanoic acid ((S)-2-methyl-butyl)-amide

Chemical Property of (3S,4S)-3-Hydroxy-6-methyl-4-[(S)-2-(3-naphthalen-1-yl-2-naphthalen-1-ylmethyl-propionylamino)-6-(3-phenyl-thioureido)-hexanoylamino]-heptanoic acid ((S)-2-methyl-butyl)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-3-Hydroxy-6-methyl-4-[(S)-2-(3-naphthalen-1-yl-2-naphthalen-1-ylmethyl-propionylamino)-6-(3-phenyl-thioureido)-hexanoylamino]-heptanoic acid ((S)-2-methyl-butyl)-amide

There total 7 articles about (3S,4S)-3-Hydroxy-6-methyl-4-[(S)-2-(3-naphthalen-1-yl-2-naphthalen-1-ylmethyl-propionylamino)-6-(3-phenyl-thioureido)-hexanoylamino]-heptanoic acid ((S)-2-methyl-butyl)-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:

Boc-Lys(Z)-OH (2389-45-9) → (3S,4S)-3-Hydroxy-6-methyl-4-[(S)-2-(3-naphthalen-1-yl-2-naphthalen-1-ylmethyl-propionylamino)-6-(3-phenyl-thioureido)-hexanoylamino]-heptanoic acid ((S)-2-methyl-butyl)-amide (119809-01-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 85.7 percent / dicyclohexylcarbodiimide (DCC), 1-hydroxybenzotriazole (HOBT), triethylamine (TEA) / dimethylformamide / 1.) 0 deg C, 1 h, 2.) RT, 16 h

2: 93.3 percent / trifluoroacetic acid (TFA) / CH₂Cl₂ / 6 h / Ambient temperature

3: 1.) 1-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / 1.) DMF, 0 deg C, 10 min, 2.) a) 0 deg C, 1 h, b) RT, 24 h

4: 95.9 percent / H₂ / 20percent Pd/C / methanol / 8 h

5: CH₂Cl₂ / 6 h / 25 °C

With hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00108a004

Reference yield:

{(S)-1-[(S)-1-Hydroxy-2-((S)-2-methyl-butylcarbamoyl)-ethyl]-3-methyl-butyl}-carbamic acid tert-butyl ester (100002-50-4) → (3S,4S)-3-Hydroxy-6-methyl-4-[(S)-2-(3-naphthalen-1-yl-2-naphthalen-1-ylmethyl-propionylamino)-6-(3-phenyl-thioureido)-hexanoylamino]-heptanoic acid ((S)-2-methyl-butyl)-amide (119809-01-7)

Guidance literature:

Multi-step reaction with 6 steps

1: HCl / CH₂Cl₂

2: 85.7 percent / dicyclohexylcarbodiimide (DCC), 1-hydroxybenzotriazole (HOBT), triethylamine (TEA) / dimethylformamide / 1.) 0 deg C, 1 h, 2.) RT, 16 h

3: 93.3 percent / trifluoroacetic acid (TFA) / CH₂Cl₂ / 6 h / Ambient temperature

4: 1.) 1-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / 1.) DMF, 0 deg C, 10 min, 2.) a) 0 deg C, 1 h, b) RT, 24 h

5: 95.9 percent / H₂ / 20percent Pd/C / methanol / 8 h

6: CH₂Cl₂ / 6 h / 25 °C

With hydrogenchloride; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00108a004

Reference yield:

(3S,4S)-4-Amino-3-hydroxy-6-methyl-heptanoic acid ((S)-2-methyl-butyl)-amide; hydrochloride (100002-57-1) → (3S,4S)-3-Hydroxy-6-methyl-4-[(S)-2-(3-naphthalen-1-yl-2-naphthalen-1-ylmethyl-propionylamino)-6-(3-phenyl-thioureido)-hexanoylamino]-heptanoic acid ((S)-2-methyl-butyl)-amide (119809-01-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 85.7 percent / dicyclohexylcarbodiimide (DCC), 1-hydroxybenzotriazole (HOBT), triethylamine (TEA) / dimethylformamide / 1.) 0 deg C, 1 h, 2.) RT, 16 h

2: 93.3 percent / trifluoroacetic acid (TFA) / CH₂Cl₂ / 6 h / Ambient temperature

3: 1.) 1-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / 1.) DMF, 0 deg C, 10 min, 2.) a) 0 deg C, 1 h, b) RT, 24 h

4: 95.9 percent / H₂ / 20percent Pd/C / methanol / 8 h

5: CH₂Cl₂ / 6 h / 25 °C

With hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00108a004

upstream raw materials:

(3S,4S)-4-[(S)-6-Amino-2-(3-naphthalen-1-yl-2-naphthalen-1-ylmethyl-propionylamino)-hexanoylamino]-3-hydroxy-6-methyl-heptanoic acid ((S)-2-methyl-butyl)-amide

phenyl isothiocyanate

Boc-Lys(Z)-OH

{(S)-1-[(S)-1-Hydroxy-2-((S)-2-methyl-butylcarbamoyl)-ethyl]-3-methyl-butyl}-carbamic acid tert-butyl ester

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