benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate

Base Information

• Chemical Name: benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate
• CAS No.: 868540-15-2
• Molecular Formula: C37H47N3O6
• Molecular Weight: 629.797
• Mol file: 868540-15-2.mol

Synonyms:benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate;(alphaS)-alpha-[[(1,1-Dimethylethoxy)carbonyl]amino]benzenebutanoyl-L-leucyl-L-phenylalanine phenylmethyl ester;(6S,9S,12S)-benzyl 12-benzyl-9-isobutyl-2,2-dimethyl-4,7,10-trioxo-6-phenethyl-3-oxa-5,8,11-triazatridecan-13-oate;L-Phenylalanine, (αS)-α-[[(1,1-dimethylethoxy)carbonyl]amino]benzenebutanoyl-L-leucyl-, phenylmethyl ester

Chemical Property of benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate

Chemical Property:

• Boiling Point: 818.2±65.0 °C(Predicted)
• PKA: 11.22±0.46(Predicted)
• PSA: 122.83000
• Density: 1.137±0.06 g/cm3(Predicted)
• LogP: 6.68700
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly, Heated, Sonicat

Purity/Quality:

97% ^*data from raw suppliers

(6S,9S,12S)-Benzyl12-benzyl-9-isobutyl-2,2-dimethyl-4,7,10-trioxo-6-phenethyl-3-oxa-5,8,11-triazatridecan-13-oate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (αS)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]benzenebutanoyl-L-leucyl-phenylmethyl Ester L-Phenylalanine is used as a reagent in the preparation of peptides for inhibition of enzymes.

Technology Process of benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate

There total 6 articles about benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate 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: 79.0%

(S)-benzyl 2-((S)-2-amino-4-methylpentanamido)-3-phenylpropanoate TFA salt (70637-28-4) + Boc-L-homophenylalanine (82732-07-8,108524-68-1,142926-43-0,100564-78-1) → (S)-benzyl 2-((S)-2-((S)-2-(tert-butoxycarbonylamino)-4-phenylbutanamido)-4-methylpentanamido)-3-phenylpropanoate (868540-15-2)

Guidance literature:

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/acs.jmedchem.8b01943

Reference yield:

(x)C2HF3O2*C22H28N2O3 + Boc-L-homophenylalanine (82732-07-8,108524-68-1,142926-43-0,100564-78-1) → (S)-benzyl 2-((S)-2-((S)-2-(tert-butoxycarbonylamino)-4-phenylbutanamido)-4-methylpentanamido)-3-phenylpropanoate (868540-15-2)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 0 - 30 ℃; Inert atmosphere;

Reference yield:

(S)-benzyl 2-((S)-2-(tert-butoxycarbonylamino)-4-methylpentanamido)-3-phenylpropanoate (140834-91-9,70637-26-2) + Boc-L-homophenylalanine (82732-07-8,108524-68-1,142926-43-0,100564-78-1) → (S)-benzyl 2-((S)-2-((S)-2-(tert-butoxycarbonylamino)-4-phenylbutanamido)-4-methylpentanamido)-3-phenylpropanoate (868540-15-2)

Guidance literature:

(S)-benzyl 2-((S)-2-(tert-butoxycarbonylamino)-4-methylpentanamido)-3-phenylpropanoate; With trifluoroacetic acid; In dichloromethane; at 2 - 30 ℃; for 2h;

Boc-L-homophenylalanine; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 2 - 30 ℃;

upstream raw materials:

(S)-benzyl 2-((S)-2-amino-4-methylpentanamido)-3-phenylpropanoate TFA salt

Boc-L-homophenylalanine

N-tert-butoxycarbonyl-L-leucine

L-phenylalanine benzyl ester hydrochloride

Downstream raw materials:

C₂HF₃O₂*C₃₂H₃₉N₃O₄

carfilzomib

(S)-benzyl 2-((S)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido) pentanamido)-3-phenylpropanoate

(S)-2-((S)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamido)-3-phenyipropanoic acid

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