146346-74-9

Basic information

• Product Name: Fmoc-Tyr(bu^t)-O-Pha
• Synonyms: Fmoc-Tyr(bu^t)-O-Pha
• CAS NO: 146346-74-9
• Molecular Weight: 577.677
• Mol File: 146346-74-9.mol

Chemical Properties

• CAS DataBase Reference: Fmoc-Tyr(bu^t)-O-Pha(CAS DataBase Reference)
• NIST Chemistry Reference: Fmoc-Tyr(bu^t)-O-Pha(146346-74-9)
• EPA Substance Registry System: Fmoc-Tyr(bu^t)-O-Pha(146346-74-9)

Safety Data

• Hazardous Substances Data: 146346-74-9(Hazardous Substances Data)

Upstream product

• 146346-71-6 Fmoc-Tyr-O-Pha 
• 115-11-7 isobutene 
• 71989-38-3 Fmoc-Tyr(tBu)-OH 
• 70-11-1 α-bromoacetophenone 
• 112883-29-1 N-Fmoc-Tyr-OH 

Downstream Products

• 71989-38-3 Fmoc-Tyr(tBu)-OH 
• 146346-71-6 Fmoc-Tyr-O-Pha 

Relevant articles and documents

The synthesis of phosphopeptides via the Bpoc-based approach

The 2-(p-biphenylyl)-2-propyloxycarbonyl (Bpoc) group was examined as an Nα-protecting group in the stepwise assembly of the MAP Kinase ERK2 [178-188; Thr(P)183, Tyr(P)185] peptide. The mild acid deprotection of the Bpoc group permitted (i) incorporation of a fully protected phosphothreonyl derivative and (ii) a TFA-based final cleavage step. The first five C-terminal residues (184-188) were incorporated in the Fmoc mode of peptide synthesis, with all subsequent amino acids coupled as their Bpoc-Xxx-OH derivatives. The target product was obtained in high purity and yield, indicating that a Bpoc-based approach to phosphopeptide synthesis was compatible with both the acid-labile side chain protecting groups employed and Hmp-Wang resin. This journal is The Royal Society of Chemistry.

A novel and efficient method for cleavage of phenacylesters by magnesium reduction with acetic acid

(Equation Presented) In the present study, we use magnesium turnings as a new deprotection reagent for the phenacyl group during orthogonal organic synthesis in the presence of other esters and sensitive protecting groups. By applying the new magnesium turnings/acetic acid deprotection method, phenacyl group can be more easily combined with other protecting groups that are not compatible with the zinc/acetic acid method.

Application of t-Butyldimethylsilyl Ethers of Serine, Threonine and Tyrosine in Peptide Synthesis

The utility of Tbdms (t-butyldimethylsilyl) ethers, prepared conveniently in a one pot procedure from Nα-Fmoc (9-fluorenylmethoxycarbonyl) and Nα-Z (benzyloxycarbonyl) hydroxyamino acids, is demonstrated: peptide bond formation and esterification to 4-alkoxybenzylalcohol resin are achieved readily with these derivatives.The lability of the Tbdms ethers to various reagents enables selective deprotection of the hydroxyl side-chains assembly, desirable, e.g., for phosphorylation of glycosylation.