Z-Leu-chloromethylketone

Base Information

• Chemical Name: Z-Leu-chloromethylketone
• CAS No.: 52467-54-6
• Molecular Formula: C15H20 Cl N O3
• Molecular Weight: 297.78
• DSSTox Substance ID: DTXSID00427233
• Nikkaji Number: J1.137.496D
• Wikidata: Q82239931
• Mol file: 52467-54-6.mol

Synonyms:52467-54-6;Z-LEU-CHLOROMETHYLKETONE;Z-L-Leu-chloromethylketone;benzyl N-[(3S)-1-chloro-5-methyl-2-oxohexan-3-yl]carbamate;(S)-Benzyl (1-chloro-5-methyl-2-oxohexan-3-yl)carbamate;SCHEMBL6495005;DTXSID00427233;FZWQHSCPNKTIRU-ZDUSSCGKSA-N;MFCD00238473;FD21932;AS-49249;A7687;CS-0210701;(S)-benzyl 1-chloro-4-methyl-1-oxopentan-2-ylcarbamate;(S)-benzyl 1-chloro-5-methyl-2-oxohexan-3-ylcarbamate;(S)-Benzyl(1-chloro-5-methyl-2-oxohexan-3-yl)carbamate;(3S)-3-Benzyloxycarbonylamino-1-chloro-5-methyl-2-hexanone;Phenylmethyl?N-[(1S)-1-(2-chloroacetyl)-3-methylbutyl]carbamate

Chemical Property of Z-Leu-chloromethylketone

Chemical Property:

• PSA: 55.40000
• LogP: 3.52630
• Storage Temp.: -15°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 297.1131712
• Heavy Atom Count: 20
• Complexity: 314

Purity/Quality:

97% ^*data from raw suppliers

Z-L-leucine chloromethylketone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)CCl)NC(=O)OCC1=CC=CC=C1
• Isomeric SMILES: CC(C)C[C@@H](C(=O)CCl)NC(=O)OCC1=CC=CC=C1

Technology Process of Z-Leu-chloromethylketone

There total 4 articles about Z-Leu-chloromethylketone 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:

(3-diazo-1-(S)-(2-methylpropyl)-2-oxopropyl)carbamic acid benzyl ester (102123-81-9) → Cbz-leucyl chloromethane (52467-54-6)

Guidance literature:

With hydrogenchloride; at 0 ℃; Yield given;

DOI:10.1016/S0040-4020(01)80651-7

Reference yield:

Z-Leu-OH (2018-66-8) → Cbz-leucyl chloromethane (52467-54-6)

Guidance literature:

Multi-step reaction with 3 steps

1: N-methyl morpholine / tetrahydrofuran / 0.08 h / -15 °C

2: 1 h / Ambient temperature

3: HCl gas / 0 °C

With 4-methyl-morpholine; hydrogenchloride; In tetrahydrofuran;

DOI:10.1016/S0040-4020(01)80651-7

Reference yield:

C19H27NO6 (102123-80-8) → Cbz-leucyl chloromethane (52467-54-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 h / Ambient temperature

2: HCl gas / 0 °C

With hydrogenchloride;

DOI:10.1016/S0040-4020(01)80651-7

upstream raw materials:

(3-diazo-1-(S)-(2-methylpropyl)-2-oxopropyl)carbamic acid benzyl ester

Z-Leu-OH

C₁₉H₂₇NO₆

Downstream raw materials:

(1S,2S)-N-(1-isobutyl-3-chloro-2-hydroxypropyl)benzyloxycarbonylamine

Methyl 5-(S)-N-(benzyloxycarbonyl)amino-2-methoxycarbonyl-7-methyl-4-oxooctanoate

P-LeuΨ(COCH2)(RS)Phe-OMe

(BnO)2OP-LeuΨ(COCH2)(RS)Trp-OMe

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