(S)-Benzyl 2-amino-4-methylpentanoate hydrochloride

Base Information

• Chemical Name: (S)-Benzyl 2-amino-4-methylpentanoate hydrochloride
• CAS No.: 2462-35-3
• Molecular Formula: C13H20ClNO2
• Molecular Weight: 257.76
• Hs Code.: 2922499990
• European Community (EC) Number: 963-702-4
• DSSTox Substance ID: DTXSID00513206
• Mol file: 2462-35-3.mol

Synonyms:2462-35-3;L-Leucine benzyl ester hydrochloride;(S)-Benzyl 2-amino-4-methylpentanoate hydrochloride;L-Leucine benzyl ester HCl;Benzyl L-leucinate hydrochloride;benzyl (2S)-2-amino-4-methylpentanoate;hydrochloride;L-Leucine, phenylmethyl ester, hydrochloride (1:1);[(2S)-4-methyl-1-oxo-1-phenylmethoxypentan-2-yl]azanium;chloride;H-Leu-OBzl.HCl;MFCD00034855;benzyl (2S)-2-amino-4-methylpentanoate hydrochloride;(S)-Benzyl2-amino-4-methylpentanoatehydrochloride;SCHEMBL1810902;DTXSID00513206;HCYLOEGSAOVRIT-YDALLXLXSA-N;CAA46235;AKOS016010057;AM81880;DS-4251;FD21893;CS-0129836;Benzyl L-leucinate--hydrogen chloride (1/1);EN300-76958;Z1267881713

Chemical Property of (S)-Benzyl 2-amino-4-methylpentanoate hydrochloride

Chemical Property:

• Vapor Pressure: 0.000987mmHg at 25°C
• Melting Point: 129 °C(Solv: chloroform (67-66-3); cyclohexane (110-82-7))
• Boiling Point: 302.5 °C at 760 mmHg
• Flash Point: 157.6 °C
• PSA: 52.32000
• LogP: 3.60550
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 257.1182566
• Heavy Atom Count: 17
• Complexity: 210

Purity/Quality:

99%+, ^*data from raw suppliers

(S)-Benzyl2-amino-4-methylpentanoatehydrochloride 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)OCC1=CC=CC=C1)N.Cl
• Isomeric SMILES: CC(C)C[C@@H](C(=O)OCC1=CC=CC=C1)N.Cl

Technology Process of (S)-Benzyl 2-amino-4-methylpentanoate hydrochloride

There total 7 articles about (S)-Benzyl 2-amino-4-methylpentanoate hydrochloride 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: 85.0%

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + benzyl alcohol (100-51-6,185532-71-2) → L-leucine benzyl ester hydrochloride (2462-35-3)

Guidance literature:

With thionyl chloride; at 5 ℃; for 5.33333h; Heating;

DOI:10.1002/jccs.200900147

Reference yield: 14.0%

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + benzyl chloride (100-44-7) → L-leucine benzyl ester hydrochloride (2462-35-3) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With water; at 90 ℃; for 5h;

DOI:10.2174/157017810790533940

Reference yield:

2-tert-butoxycarbonylamino-4-methyl-penatnoic acid benzyl ester (87746-56-3) → L-leucine benzyl ester hydrochloride (2462-35-3)

Guidance literature:

With hydrogenchloride; In ethyl acetate;

DOI:10.3109/14756361003698147

upstream raw materials:

L-leucine

benzyl alcohol

benzyl chloride

N-tert-butoxycarbonyl-L-leucine

Downstream raw materials:

N-(N-benzyloxycarbonyl-D-seryl)-L-leucine benzyl ester

N-(O-benzyl-N-benzyloxycarbonyl-L-α-aspartyl)-L-leucine benzyl ester

N-(N⁵-benzyloxycarbonyl-L-asparaginyl)-L-leucine benzyl ester

N-trityl-L-leucine benzyl ester

Refernces

• 1、 Yang, Peng-Yu,Wang, Min,Li, Lin,Wu, Hao,He, Cynthia Y.,Yao, Shao Q.. "Design, synthesis and biological evaluation of potent azadipeptide nitrile inhibitors and activity-based probes as promising anti-Trypanosoma brucei agents". . p. 6528 - 6541. Retrieved 2012/07/13.
• 2、 Biondini, Daniele,Brinchi, Lucia,Germani, Raimondo,Goracci, Laura,Savelli, Gianfranco. "Esterification of unprotected a-Amino acids in ionic liquids as the reaction media". experimental part. p. 39 - 44. Retrieved 2010/08/22.