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

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

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 
• 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 
• 327026-68-6 Psoc-Leu-OtBu 

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 Silacyclic Dipeptides: Peptide Elongation at Both N-And C-Termini of Dipeptide

A new type of peptide bond formation utilizing silacyclic amino acids or peptides is described. This work has the following advantages: (1) imidazolylsilane is a highly fascinating coupling reagent for dipeptide synthesis from N-,C-Terminal unprotected am

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.

A class of quaternary ammonium class chiral ionic liquid and its preparation method

A quaternary ammonium type chirality ion liquid preparing method belongs to the field of chemical synthesis, characterized in that the synthesis quaternary ammonium type chirality ion liquid has a chirality source from natural amino acid which is rich, environmental friendly, and inexpensive, and the synthesis routes are convenient and environmental friendly and have a low cost. The technical solution of the invention is: using the natural amino acid as a raw material, first esterifying the carboxyl of the amino acid, and then alkylating the amido to obtain quaternary ammonium type chirality ion liquid. The quaternary ammonium chirality ion liquid product is green and environmental friendly, not only has the advantages of less volatile, nonflammability, and iron conductivity and the like as the conventional ion liquid, but also has chirality characteristics such as high chirality splitting and selecting property and chirality inductive effect, thereby hopefully being widely applied in aspects of chirality catalyst, chirality extracting and splitting solvent, spectrum, chromatography, material and other green chemical industries.

A mild, copper-catalysed amide deprotection strategy: Use of tert-butyl as a protecting group

Mild methods for the deprotection of organic substrates are of fundamental importance in synthetic chemistry. A new room temperature method using a catalytic amount of Cu(OTf)2is reported. This allows use of the tert-butyl group as an amide protecting group. The methodology is also extended to Boc-deprotection.

Asymmetric α-2-tosylethenylation of N,N-dialkyl-l-amino acid esters via the formation of non-racemic ammonium enolates

Asymmetric α-2-tosylethenylation of (S)-2-(pyrrolidin-1-yl)propanoic acid esters was shown to produce good yields with high enantioselectivities. The reaction proceeds via the formation of a non-racemic ammonium enolate without an external source of chirality.

Synthesis of analogues of ochratoxin A

Four analogues of ochratoxin A (OTA) differing for the aminoacidic moiety were synthesised using ochratoxin (OTα) as the starting material. The condensation reaction between protected amino acids and OT, carried out in the presence of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC?HCl) and N-hydroxybenzotriazole (HOBt) as coupling agents, followed by deprotection and PTLC purification afforded OTA alanine, leucine, serine and tryptophane analogues in satisfactory yields (33-47%, based on OT).

Structural optimization of azadipeptide nitriles strongly increases association rates and allows the development of selective cathepsin inhibitors

Using the example of cathepsin K, we demonstrate the design of highly potent and selective azadipeptide nitrile inhibitors. A systematic scan with respect to P2 and P3 substituents was carried out. Structural modifications strongly affected the enzyme-inh

Pyrrolinone-pyrrolidine oligomers as universal peptidomimetics

Peptidomimetics 1-3 were prepared from amino acid-derived tetramic acids 7 as the key starting materials. Calculations show that preferred conformations of 1 can align their side-chain vectors with amino acids in common secondary structures more effectively than conformations of 3. A good fit was found for a preferred conformation of 2 (an extended derivative of 1) with a sheet/β-turn/sheet motif.