21691-53-2

Basic information

• Product Name: L-LEUCINE TERT-BUTYL ESTER HYDROCHLORIDE
• Synonyms: Leucine tert-butyl ester;L-Leucine tert-butyl;L-Leucine tert-butyl ester
• CAS NO: 21691-53-2
• Molecular Formula: C₁₀H₂₁NO₂
• Molecular Weight: 223.74
• Mol File: 21691-53-2.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: L-LEUCINE TERT-BUTYL ESTER HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: L-LEUCINE TERT-BUTYL ESTER HYDROCHLORIDE(21691-53-2)
• EPA Substance Registry System: L-LEUCINE TERT-BUTYL ESTER HYDROCHLORIDE(21691-53-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 21691-53-2(Hazardous Substances Data)

Usage

Description

L-LEUCINE TERT-BUTYL ESTER HYDROCHLORIDE is a chemical compound derived from the amino acid L-leucine, featuring a tert-butyl ester group and a hydrochloride moiety. It is a stable and versatile reagent used in organic synthesis for the protection of the amino group in peptide synthesis, playing a crucial role in the pharmaceutical industry and organic chemistry research.

Uses

Used in Pharmaceutical Industry:
L-LEUCINE TERT-BUTYL ESTER HYDROCHLORIDE is used as a reagent for the protection of the amino group in peptide synthesis, facilitating the production of various drugs and medications. Its ability to protect the amino group allows for the controlled synthesis of complex peptide structures, enhancing the efficiency and yield of pharmaceutical manufacturing processes.
Used in Organic Synthesis:
L-LEUCINE TERT-BUTYL ESTER HYDROCHLORIDE is used as a protecting agent for the amino group in the synthesis of peptides and other organic compounds. Its stability and versatility make it an essential component in the development of novel organic compounds with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.
Used in Research and Development:
L-LEUCINE TERT-BUTYL ESTER HYDROCHLORIDE is used as a key component in the synthesis of peptides and organic compounds for research purposes. Its protective properties enable scientists to explore new chemical reactions and pathways, leading to the discovery of innovative compounds with potential therapeutic or industrial applications.

Upstream product

• 61-90-5 L-leucine 
• 115-11-7 isobutene 
• 540-88-5 acetic acid tert-butyl ester 
• 16881-37-1 (S)-tert-butyl 2-(benzyloxycarbonylamino)-4-methylpentanoate 
• 64-19-7 acetic acid 
• 327026-68-6 Psoc-Leu-OtBu 
• 2018-66-8 Z-Leu-OH 
• 1245735-67-4 Fms-Leu-OtBu 
• 2748-02-9 L-leucine tert-butyl ester hydrochloride 
• 75716-87-9 tert-butyl 4-methyl-2-oxopentanoate 
• 75-65-0 tert-butyl alcohol 

Downstream Products

• 27167-65-3 (S)-tert-butyl 2-((S)-2-(((benzyloxy)carbonyl)amino)propanamido)-4-methylpentanoate 
• 5105-82-8 N^α--N^γ-<3-tert-butoxycarbonyl-propyl>-L-glutaminyl-L-leucin-tert-butylester 
• 35010-98-1 (S)-tert-butyl 2-(2-(((benzyloxy)carbonyl)amino)acetamido)-4-methylpentanoate 
• 52616-98-5 Cbz-Val-Leu-OtBu 
• 78031-81-9 N-Cbz-(D)-Ala-(L)-Leu-O-tBu 
• 29842-94-2 (S)-tert-butyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-4-methylpentanoate 
• 116912-18-6 N-(Phenylacetyl)-L-seryl-L-leucin-tert-butylester 
• 75816-46-5 Nps-Ser-Leu-OBu^t 
• 1161-13-3 N-Cbz-L-Phe 
• 124201-82-7 (2S)-2-(2-Methylpropyl)-6-nitro-3-azaheptandisaeure-1-tert-butyl-7-<2,6-di(tert-butyl)-4-methoxyphenyl>ester 
• 93962-34-6 (S)-2-[(S)-2-(2,7-Di-tert-butyl-10,10-dioxo-9,10-dihydro-10λ⁶-thioxanthen-9-ylmethoxycarbonylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid tert-butyl ester 
• 84569-72-2 valyl>leucin-tert-butylester-chlorid 
• 134982-29-9 TCBOC-Phe-Leu-OtBu 
• 86040-68-8 N-<2-(Triphenylphosphonio)ethoxycarbonyl>isoleucyl-leucin-tert-butylester-chlorid 

Relevant articles and documents

Synthesis of malformin-A1, C, a glycan, and an aglycon analog: Potential scaffolds for targeted cancer therapy

Improvement in therapeutic efficacy while reducing chemotherapeutic side effects remains a vital objective in synthetic design for cancer treatment. In keeping with the ethos of therapeutic development and inspired by the Warburg effect for augmenting biological activities of the malformin family of cyclic-peptide natural products, specifically anti-tumor activity, a β-glucoside of malformin C has been designed and synthesized utilizing precise glycosylation and solution phase peptide synthesis. We optimized several glycosylation procedures utilizing different donors and acceptors. The overarching goal of this study was to ensure a targeted delivery of a glyco-malformin C analog through the coupling of D-glucose moiety; selective transport via glucose transporters (GLUTs) into tumor cells, followed by hydrolysis in the tumor microenvironment releasing the active malformin C a glycon analog. Furthermore, total synthesis of malformin C was carried out with overall improved strategies avoiding unwanted side reactions thus increasing easier purification. We also report on an improved solid phase peptide synthesis protocol for malformin A1.

Overcoming the Deallylation Problem: Palladium(II)-Catalyzed Chemo-, Regio-, and Stereoselective Allylic Oxidation of Aryl Allyl Ether, Amine, and Amino Acids

We report herein a Pd(II)/bis-sulfoxide-catalyzed intramolecular allylic C-H acetoxylation of aryl allyl ether, amine, and amino acids with the retention of a labile allyl moiety. Mechanistically, the reaction proceeds through a distinct double-bond isomerization from the allylic to the vinylic position followed by intramolecular carboxypalladation and the β-hydride elimination pathway. For the first time, C-H oxidation of N-allyl-protected amino acids to furnish five-membered heterocycles through 1,3-syn-addition is established with excellent diastereoselectivity.

Asymmetric Synthesis of α-Amino Acids by Organocatalytic Biomimetic Transamination

A biomimetic enantioselective transamination of α-keto ester derivatives can be realized under mild conditions by using chiral quaternary ammonium arenecarboxylates in the absence of base additives. The corresponding α-amino acids can be used as versatile intermediates for further synthetic transformations that furnish chiral pyrrolidine and octahydroindolizine derivatives.