(5(S)-(t-Butyloxycarbonylamino)-4(S)-hydroxy-6-phenyl-2(R)-(3-phenylprop-2-en-1-yl)hexanoyl)-L-leucyl-L-phenylalaninamide

Base Information

• Chemical Name: (5(S)-(t-Butyloxycarbonylamino)-4(S)-hydroxy-6-phenyl-2(R)-(3-phenylprop-2-en-1-yl)hexanoyl)-L-leucyl-L-phenylalaninamide
• CAS No.: 132619-58-0
• Molecular Formula: C₄₁H₅₄N₄O₆
• Molecular Weight: 698.903
• Nikkaji Number: J380.518B
• ChEMBL ID: CHEMBL47480

Synonyms:Boc-PPE-Leu-Phe-NH2;132619-58-0;(5(S)-(t-Butyloxycarbonylamino)-4(S)-hydroxy-6-phenyl-2(R)-(3-phenylprop-2-en-1-yl)hexanoyl)-L-leucyl-L-phenylalaninamide;L-Phenylalaninamide, N-(5-(((1,1-dimethylethoxy)carbonyl)amino)-4-hydroxy-1-oxo-6-phenyl-2-(3-phenyl-2-propenyl)hexyl)-L-leucyl-, (2R-(2R*(E),4S*,5S*))-;[5(S)-(t-Butyloxycarbonylamino)-4(S)-hydroxy-6-phenyl-2(R)-(3-phenylprop-2-en-1-yl)hexanoyl]-L-leucyl-L-phenylalaninamide;L-Phenylalaninamide, N-[5-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxy-1-oxo-6-phenyl-2-(3-phenyl-2-propenyl)hexyl]-L-leucyl-, [2R-[2R*(E),4S*,5S*]]-;Hydroxyethylene deriv. 4;BDBM753;CHEMBL47480;Hydroxyethylene dipeptide isostere 7;tert-butyl N-[(2S,3S,5R)-5-{[(1S)-1-{[(1S)-1-carbamoyl-2-phenylethyl]carbamoyl}-3-methylbutyl]carbamoyl}-3-hydroxy-1-phenyl-5-[(2E)-3-phenylprop-2-en-1-yl]pentan-2-yl]carbamate;tert-butyl N-[(E,1S,2S,4R)-4-[[(1S)-1-[[(1S)-2-amino-1-benzyl-2-oxo-ethyl]carbamoyl]-3-methyl-butyl]carbamoyl]-1-benzyl-2-hydroxy-7-phenyl-hept-6-enyl]carbamate

Chemical Property of (5(S)-(t-Butyloxycarbonylamino)-4(S)-hydroxy-6-phenyl-2(R)-(3-phenylprop-2-en-1-yl)hexanoyl)-L-leucyl-L-phenylalaninamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 958.7°Cat760mmHg
• Flash Point: 533.6°C
• Density: 1.151g/cm³
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 20
• Exact Mass: 698.40433546
• Heavy Atom Count: 51
• Complexity: 1100

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NC(CC1=CC=CC=C1)C(=O)N)NC(=O)C(CC=CC2=CC=CC=C2)CC(C(CC3=CC=CC=C3)NC(=O)OC(C)(C)C)O
• Isomeric SMILES: CC(C)C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N)NC(=O)[C@H](C/C=C/C2=CC=CC=C2)C[C@@H]([C@H](CC3=CC=CC=C3)NC(=O)OC(C)(C)C)O

Technology Process of (5(S)-(t-Butyloxycarbonylamino)-4(S)-hydroxy-6-phenyl-2(R)-(3-phenylprop-2-en-1-yl)hexanoyl)-L-leucyl-L-phenylalaninamide

There total 2 articles about (5(S)-(t-Butyloxycarbonylamino)-4(S)-hydroxy-6-phenyl-2(R)-(3-phenylprop-2-en-1-yl)hexanoyl)-L-leucyl-L-phenylalaninamide 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:

{(E)-(1S,2S,4R)-1-Benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-3-methyl-butylcarbamoyl]-7-phenyl-hept-6-enyl}-carbamic acid tert-butyl ester → {(Z)-(1S,2S,4R)-1-Benzyl-4-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-3-methyl-butylcarbamoyl]-2-hydroxy-7-phenyl-hept-6-enyl}-carbamic acid tert-butyl ester (126409-45-8,132619-58-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 18h; Ambient temperature;

DOI:10.1021/jm00107a050

Reference yield:

C38H61NO5Si2 → {(Z)-(1S,2S,4R)-1-Benzyl-4-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-3-methyl-butylcarbamoyl]-2-hydroxy-7-phenyl-hept-6-enyl}-carbamic acid tert-butyl ester (126409-45-8,132619-58-0)

Guidance literature:

Multi-step reaction with 3 steps

1: MeOH / 1 h

2: EDC, HOBt / dimethylformamide / pH = 8.0-9.0

3: tetrabutylammonium fluoride / tetrahydrofuran / 18 h / Ambient temperature

With methanol; tetrabutyl ammonium fluoride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm00107a050

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