Phenylalanylmethylchloride

Base Information

• Chemical Name: Phenylalanylmethylchloride
• CAS No.: 52735-71-4
• Molecular Formula: C₁₀H₁₂ClNO
• Molecular Weight: 197.664
• Nikkaji Number: J1.040.216F
• Wikidata: Q27097589
• Metabolomics Workbench ID: 151513
• Mol file: 52735-71-4.mol

Synonyms:PHENYLALANYLMETHYLCHLORIDE;(3S)-3-amino-1-chloro-4-phenylbutan-2-one;25487-25-6;(S)-3-Amino-1-chloro-4-phenylbutan-2-one;52735-71-4;L-Phenylalanine chloromethyl ketone;2-Butanone,3-amino-1-chloro-4-phenyl-, hydrobromide (1:1), (3S)-;[(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]azanium;chloride;phenylalanylchloromethane;SCHEMBL995791;AKOS006287579;DB08374;(3s)-3-amino-1-chloro-4-phenyl-2-butanone;EN300-8084912;Q27097589

Chemical Property of Phenylalanylmethylchloride

Chemical Property:

• PSA: 43.09000
• LogP: 2.86660
• Storage Temp.: -15°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 197.0607417
• Heavy Atom Count: 13
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

L-Phenylalanine chloromethylketone hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)CCl)N
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)CCl)N

Technology Process of Phenylalanylmethylchloride

There total 2 articles about Phenylalanylmethylchloride 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: 99.6%

diazomethane (186581-53-3,908094-01-9,334-88-3) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → L-phenylalanine chloromethyl ketone (52735-71-4)

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at -20 - 5 ℃; for 0.5h;

diazomethane; In tetrahydrofuran; diethyl ether; for 1h; Heating;

With hydrogenchloride; In tetrahydrofuran; diethyl ether; Reagent/catalyst; Concentration;

Reference yield:

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate (102123-74-0) → L-phenylalanine chloromethyl ketone (52735-71-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 50 ℃; for 4h;

DOI:10.1021/op7001563

Reference yield:

L-phenylalanine chloromethyl ketone (52735-71-4) + Cbz-leucyl chloromethane (52467-54-6) → [(S)-1-((S)-1-Benzyl-3-chloro-2-oxo-propylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester

Guidance literature:

With triethylamine; In tetrahydrofuran;

upstream raw materials:

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

diazomethane

N-tert-butoxycarbonyl-L-phenylalanine

Refernces