58455-98-4

Basic information

• Product Name: Z-SER(TBU)-OTBU
• Synonyms: N-ALPHA-CARBOBENZOXY-O-T-BUTYL-L-SERINE T-BUTYL ESTER;Z-T-BUTYL-L-SERINE T-BUTYL ESTER;Z-O-T-BUTYL-L-SERINE T-BUTYL ESTER;Z-SER(TBU)-OTBU;Z-T-BUTYL-L-SERINE T-BUTYLESTER LIQUID
• CAS NO: 58455-98-4
• Molecular Formula: C₁₉H₂₉NO₅
• Molecular Weight: 351.44
• Mol File: 58455-98-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Z-SER(TBU)-OTBU(CAS DataBase Reference)
• NIST Chemistry Reference: Z-SER(TBU)-OTBU(58455-98-4)
• EPA Substance Registry System: Z-SER(TBU)-OTBU(58455-98-4)

Safety Data

• Hazardous Substances Data: 58455-98-4(Hazardous Substances Data)

Usage

General Description

Z-SER(TBU)-OTBU is a compound that consists of a serine residue protected on both the amino and carboxyl termini with tert-butyl groups. This chemical is commonly used in peptide synthesis as a protecting group for the serine residue to prevent undesired reactions during the peptide chain assembly process. 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. Overall, Z-SER(TBU)-OTBU is a valuable tool in peptide chemistry for the controlled and efficient synthesis of complex peptides.

Upstream product

• 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 
• 98946-18-0 tert-Butyl 2,2,2-trichloroacetimidate 
• 1145-80-8 N-(benzyloxycarbonyl)-L-serine 
• 115-11-7 isobutene 

Downstream Products

• 59859-77-7 2-benzyloxycarbonylamino-3-hydroxy-propionic acid 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 
• 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 

Relevant articles and documents

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.

Selective Removal of N-BOC Protecting Group in the Presence of a tert-Butyl Ester and Other Acid-Sensitive Groups

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