58455-98-4

Usage

Uses

Used in Peptide Synthesis:
Z-SER(TBU)-OTBU is used as a protecting group for the serine residue in peptide synthesis. The tert-butyl groups provide stability and sterically hinder the serine residue, allowing for selective deprotection at the desired time without affecting the rest of the peptide chain. This helps in preventing undesired reactions during the peptide chain assembly process, ensuring the synthesis of complex peptides with greater control and efficiency.

Upstream product

• 1145-80-8 N-(benzyloxycarbonyl)-L-serine 
• 115-11-7 isobutene 
• 98946-18-0 tert-Butyl 2,2,2-trichloroacetimidate 
• 289655-98-7 N-[(phenylmethoxy)carbonyl]-L-serine ethanoate 1,1-dimethylethyl ester 
• 59859-77-7 2-benzyloxycarbonylamino-3-hydroxy-propionic acid tert-butyl ester 
• 19645-29-5 (S)-3-acetoxy-2-(benzyloxycarbonylamino)propanoic acid 

Downstream Products

• 59859-77-7 2-benzyloxycarbonylamino-3-hydroxy-propionic acid tert-butyl ester 
• 51537-21-4 O-tert-butyl-L-serine tert-butyl ester hydrochloride 
• 1676-75-1 N-benzyloxycarbonyl-O-t-butyl-L-serine 
• 1145-80-8 N-(benzyloxycarbonyl)-L-serine 
• 95525-80-7 Ser(tBu).OtBu p-toluenesulphonate 
• 48067-24-9 O-tert-butyl L-serine tert-butyl ester 
• 134982-13-1 Z-Ser(Bu^t)-Gly-Gly-Ser(Bu^t)-OBu^t 
• 134982-12-0 Z-Gyl-Gly-Ser(Bu^t)-OBu^t 
• 134982-11-9 Z-Gly-Ser(Bu^t)-OBu^t 
• 134982-14-2 Z-L-Asn-L-Ser(Bu^t)-Gly-Gly-L-Ser(Bu^t)OBu^t 
• 23828-61-7 (S)-2-((S)-2-tert-Butoxy-1-tert-butoxycarbonyl-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

Deprotection of t-butyl esters of amino acid derivatives by nitric acid in dichloromethane

The extension of the deprotection procedure of t-butylated carboxyl function using HNO3 in CH2Cl2 to a number of appropriately selected N-Z- derivatives of natural amino acid esters was investigated. The method was found to work effectively with alanine, phenylalanine, serine and the dipeptide aspartame, but the reagent brought about a number of unwanted transformations with tyrosine, methionine and tryptophan. Suitable protection of functions present in the latter ones allowed selective ester dealkylation, but tyrosine underwent unavoidable fast preliminary ring nitration. 2000 Elsevier Science Ltd.

2-Phenyl isopropyl and t-butyl trichloroacetimidates: Useful reagents for ester preparation of N-protected amino acids under neutral conditions

2-Phenylisopropyl and t-butyl trichloroacetamidates 1 and 2 are useful reagents for the esterification of N-protected aminoacids under mild neutral conditions. In the case of hydroxyl-containing amino acids dialkylation occurs but no selectivity could be obtained.

Synthesis of the 2',3'-dideoxynucleoside derivatives of the specific binding peptide part of CD4

The 2',3'-dideoxynucleoside derivatives of the specific binding peptide part of CD4 to HIV envelope protein gp120 were synthesized.