17083-17-9

Basic information

• Product Name: L-Tyrosine, O-(1,1-dimethylethyl)-N-[(phenylmethoxy)carbonyl]-, 1,1-dimethylethyl ester
• Synonyms: O-tert.-Butyl-N-benzyloxycarbonyl-L-tyrosin-tert.-butylester;(S)-2-Benzyloxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionic acid tert-butyl ester;Z-L-Tyr(t-Bu)-O-t-Bu
• CAS NO: 17083-17-9
• Molecular Formula: C25H33NO5
• Molecular Weight: 427.53300
• Mol File: 17083-17-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: L-Tyrosine, O-(1,1-dimethylethyl)-N-[(phenylmethoxy)carbonyl]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Tyrosine, O-(1,1-dimethylethyl)-N-[(phenylmethoxy)carbonyl]-, 1,1-dimethylethyl ester(17083-17-9)
• EPA Substance Registry System: L-Tyrosine, O-(1,1-dimethylethyl)-N-[(phenylmethoxy)carbonyl]-, 1,1-dimethylethyl ester(17083-17-9)

Safety Data

• Hazardous Substances Data: 17083-17-9(Hazardous Substances Data)

Upstream product

• 4089-07-0 L-tyrosine ethyl ester monohydrochloride 
• 16679-94-0 N-[(phenylmethoxy)carbonyl]-L-tyrosine 
• 1164-16-5 Z-L-Tyr-OH 
• 115-11-7 isobutene 

Downstream Products

• 85471-49-4 Adpoc-L-Val-L-Tyr(t-Bu)-O-t-Bu 
• 85471-52-9 Z-L-Asp(O-t-Bu)-L-Val-L-Tyr(t-Bu)-O-t-Bu 
• 85471-54-1 Adpoc-L-Lys(Boc)-L-Asp(O-t-Bu)-L-Val-L-Tyr(t-Bu)-O-t-Bu 
• 17083-23-7 2-amino-3-(4-tert-butoxy-phenyl)-propionic acid tert-butyl ester 
• 158008-98-1 (S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionic acid 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.

Conventional Synthesis of Thymopoietin 32-36 (TP 5) Using the 1-(1-Adamantyl)-1-methyletoxycarbonyl Group

A synthesis of high yields of TP 5 is described.The α-amino functions were blocked by the acid-labile 1-(1-adamantyl)-1-methylethoxycarbonyl-(Adpoc)group.The Adpoc group is cleaved under mild acidolytic conditions with 3percent TFA in CH2Cl2 while the tert-butyl residues remained intact.This selective cleavage of the Adpoc group compared with the Boc and tert-butyl residues allows new strategies for the synthesis of large peptides. - Keywords: Adpoc, Amino acids, Thymopoietin