O-Benzyl-L-leucine toluene-p-sulphonate
L-Leucine benzyl ester p-toluenesulfonate (CAS 1738-77-8), commonly abbreviated H-Leu-OBzl.TosOH, is the crystalline tosylate salt of the benzyl ester of L-leucine and is classified as a dangerous good for transport. It is a white to off-white solid that dissolves in methanol, ethanol, dimethylformamide and dichloromethane and is stable in storage when kept dry and cool away from moisture and heat. The benzyl ester is a classic carboxyl protecting group, stable under the coupling conditions of peptide assembly and cleanly removable by catalytic hydrogenolysis or strong acid, while the tosylate salt keeps the amino function protonated, non-hygroscopic and easy to weigh. It provides an enantiopure, crystalline and conveniently handled source of the L-leucine residue for synthesis.
1. Peptide synthesis: a standard protected amino acid used as an acyl acceptor or, after deprotection, as a building block in solution and solid-phase peptide synthesis for both research peptides and industrial peptide production.
2. Pharmaceutical and API manufacture: applied in the preparation of peptide drugs, protease inhibitors and chiral intermediates requiring an unmodified L-leucine centre, including renin and HIV protease inhibitor chemistry and dipeptide-like active substances.
3. Orthogonal protection: the benzyl ester tolerates acid-labile tert-butyl and Boc groups and is cleaved by hydrogenolysis, enabling selective deprotection strategies in complex multistep syntheses and in racemisation-free fragment coupling.
4. Handling and storage: keep containers tightly closed in a dry, cool and well-ventilated place away from strong oxidising agents; avoid dust inhalation and protect the ester from hydrolysis in strongly basic media. Comply with dangerous-goods transport labelling when shipping.
Product Name: O-Benzyl-L-leucine toluene-p-sulphonate
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