Chloroacetyl-L-leucine

Base Information

• Chemical Name: Chloroacetyl-L-leucine
• CAS No.: 688-12-0
• Molecular Formula: C8H14 Cl N O3
• Molecular Weight: 207.657
• Hs Code.: 2924199090
• European Community (EC) Number: 211-700-2
• Nikkaji Number: J206.001I
• Wikidata: Q76149067
• Mol file: 688-12-0.mol

Synonyms:Chloroacetyl-L-leucine;688-12-0;N-Chloroacetyl-L-leucine;(2S)-2-[(chloroacetyl)amino]-4-methylpentanoic acid;(2S)-2-[(2-chloroacetyl)amino]-4-methylpentanoic acid;(S)-2-(2-Chloroacetamido)-4-methylpentanoic acid;C8H14ClNO3;(2S)-2-(2-chloroacetamido)-4-methylpentanoic acid;C8-H14-Cl-N-O3;EINECS 211-700-2;Chloracetyl-l-leucin;Chloroacetyl-L-Leu-OH;(2-chloroacetyl)-L-leucine;L-Leucine, N-(chloroacetyl)-;SCHEMBL11740520;VDUNMYRYEYROFL-LURJTMIESA-N;Leucine, N-(chloroacetyl)-, L-;MFCD00018912;AKOS001381753;HY-W142022;UPCMLD0ENAT5791219:001;BS-44098;CS-0201808;EN300-23602;D89197;Z235342013

Chemical Property of Chloroacetyl-L-leucine

Chemical Property:

• Vapor Pressure: 1.48E-07mmHg at 25°C
• Melting Point: 134 °C
• Refractive Index: -15.5 ° (C=2, EtOH)
• Boiling Point: 401.1ºC at 760 mmHg
• PKA: 3.24±0.10(Predicted)
• Flash Point: 196.4ºC
• PSA: 66.40000
• Density: 1.198g/cm3
• LogP: 1.23160
• Storage Temp.: Store at 0°C
• Solubility.: almost transparency in Methanol
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 207.0662210
• Heavy Atom Count: 13
• Complexity: 194

Purity/Quality:

98% ^*data from raw suppliers

N-Chloroacetyl-L-leucine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Chloroacetyl-L-leucine

There total 5 articles about Chloroacetyl-L-leucine 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: 80.0%

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + chloroacetyl chloride (79-04-9) → N-chloroacetyl-L-leucine (688-12-0)

Guidance literature:

In tetrahydrofuran; for 3h; Reflux;

DOI:10.1002/cjoc.201201041

Reference yield: 65.0%

N-succinimidyl 2-chloroacetate (27243-15-8) + L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) → N-chloroacetyl-L-leucine (688-12-0)

Guidance literature:

With sodium hydrogencarbonate; In methanol; water; at 20 ℃; for 24h;

Reference yield:

Glycyl-L-leucine (869-19-2) → N-chloroacetyl-L-leucine (688-12-0)

Guidance literature:

With nitrosylchloride; In formic acid;

upstream raw materials:

L-leucine

chloroacetyl chloride

Glycyl-L-leucine

(R)-1-phenyl-ethyl-amine

Downstream raw materials:

H-Gly-Leu-Met-NH₂ hydrochloride

C₁₅H₂₁ClN₂O₂

C₁₄H₁₉ClN₂O₂

C₃₂H₄₉ClN₄O₆Si

Refernces

• 1、 Beagle, Lucas K.,Hansen, Finn K.,Monbaliu, Jean-Christophe M.,Desrosiers, Michael P.,Phillips, Angela M.,Stevens, Christian V.,Katritzky, Alan R.. "Efficient synthesis of 2,5-diketopiperazines by Staudinger-mediated cyclization". supporting information. p. 2337 - 2340. Retrieved 2013/07/11.