[(S)-2-(4-Hydroxy-phenyl)-1-({[({(S)-1-[(S)-3-methyl-1-(N'-phenyl-hydrazinocarbonyl)-butylcarbamoyl]-2-phenyl-ethylcarbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-ethyl]-carbamic acid benzyl ester

Base Information

• Chemical Name: [(S)-2-(4-Hydroxy-phenyl)-1-({[({(S)-1-[(S)-3-methyl-1-(N'-phenyl-hydrazinocarbonyl)-butylcarbamoyl]-2-phenyl-ethylcarbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-ethyl]-carbamic acid benzyl ester
• CAS No.: 215095-19-5
• Molecular Formula: C₄₂H₄₉N₇O₈
• Molecular Weight: 779.893
• Mol file: 215095-19-5.mol

Synonyms:[(S)-2-(4-Hydroxy-phenyl)-1-({[({(S)-1-[(S)-3-methyl-1-(N'-phenyl-hydrazinocarbonyl)-butylcarbamoyl]-2-phenyl-ethylcarbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-ethyl]-carbamic acid benzyl ester

Chemical Property of [(S)-2-(4-Hydroxy-phenyl)-1-({[({(S)-1-[(S)-3-methyl-1-(N'-phenyl-hydrazinocarbonyl)-butylcarbamoyl]-2-phenyl-ethylcarbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-ethyl]-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(S)-2-(4-Hydroxy-phenyl)-1-({[({(S)-1-[(S)-3-methyl-1-(N'-phenyl-hydrazinocarbonyl)-butylcarbamoyl]-2-phenyl-ethylcarbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-ethyl]-carbamic acid benzyl ester

There total 3 articles about [(S)-2-(4-Hydroxy-phenyl)-1-({[({(S)-1-[(S)-3-methyl-1-(N'-phenyl-hydrazinocarbonyl)-butylcarbamoyl]-2-phenyl-ethylcarbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-ethyl]-carbamic acid benzyl 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: 42.0%

N-[N-(N-benzyloxycarbonyl-L-tyrosyl)-glycyl]-glycine (74072-21-2) + (S)-2-Amino-N-[(S)-3-methyl-1-(N'-phenyl-hydrazinocarbonyl)-butyl]-3-phenyl-propionamide; compound with trifluoro-acetic acid → [(S)-2-(4-Hydroxy-phenyl)-1-({[({(S)-1-[(S)-3-methyl-1-(N'-phenyl-hydrazinocarbonyl)-butylcarbamoyl]-2-phenyl-ethylcarbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-ethyl]-carbamic acid benzyl ester (215095-19-5)

Guidance literature:

With calcium acetate; triethylamine; thermolysin; In tert-Amyl alcohol; at 40 ℃; for 96h;

DOI:10.1016/S0040-4020(98)00737-6

Reference yield:

N-[(phenylmethoxy)carbonyl]-L-tyrosine (16679-94-0) → [(S)-2-(4-Hydroxy-phenyl)-1-({[({(S)-1-[(S)-3-methyl-1-(N'-phenyl-hydrazinocarbonyl)-butylcarbamoyl]-2-phenyl-ethylcarbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-ethyl]-carbamic acid benzyl ester (215095-19-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / Et3N, α-chymotrypsin / CH2Cl2; H2O / Ambient temperature

2: aq. NaOH / pyridine

3: 42 percent / Et₃N, thermolysin, calcium acetate / 2-methyl-butan-2-ol / 96 h / 40 °C

With sodium hydroxide; calcium acetate; triethylamine; α-chymotrypsin; thermolysin; In pyridine; tert-Amyl alcohol; dichloromethane; water;

DOI:10.1016/S0040-4020(98)00737-6

Reference yield:

Z-Tyr-Gly-Gly-OEt (34695-67-5) → [(S)-2-(4-Hydroxy-phenyl)-1-({[({(S)-1-[(S)-3-methyl-1-(N'-phenyl-hydrazinocarbonyl)-butylcarbamoyl]-2-phenyl-ethylcarbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-ethyl]-carbamic acid benzyl ester (215095-19-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / pyridine

2: 42 percent / Et₃N, thermolysin, calcium acetate / 2-methyl-butan-2-ol / 96 h / 40 °C

With sodium hydroxide; calcium acetate; triethylamine; thermolysin; In pyridine; tert-Amyl alcohol;

DOI:10.1016/S0040-4020(98)00737-6

upstream raw materials:

N-[N-(N-benzyloxycarbonyl-L-tyrosyl)-glycyl]-glycine

N-[(phenylmethoxy)carbonyl]-L-tyrosine

Z-Tyr-Gly-Gly-OEt

Downstream raw materials:

(S)-2-[(S)-2-(2-{2-[(S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid