85313-44-6

Basic information

• Product Name: L-Phenylalanine, N-[[1-[3,5-bis(1,1-dimethylethyl)phenyl]-1-methylethoxy]carbonyl]-
• CAS NO: 85313-44-6
• Molecular Formula: C27H37NO4
• Molecular Weight: 439.595
• Mol File: 85313-44-6.mol

Chemical Properties

• CAS DataBase Reference: L-Phenylalanine, N-[[1-[3,5-bis(1,1-dimethylethyl)phenyl]-1-methylethoxy]carbonyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: L-Phenylalanine, N-[[1-[3,5-bis(1,1-dimethylethyl)phenyl]-1-methylethoxy]carbonyl]-(85313-44-6)
• EPA Substance Registry System: L-Phenylalanine, N-[[1-[3,5-bis(1,1-dimethylethyl)phenyl]-1-methylethoxy]carbonyl]-(85313-44-6)

Safety Data

• Hazardous Substances Data: 85313-44-6(Hazardous Substances Data)

Upstream product

• 63-91-2 L-phenylalanine 
• 85313-39-9 Fluorameisensaeure-<1-(3,5-di-tert-butylphenyl)-1-methylethyl>ester 
• 15181-11-0 3, 5-di-tert-butyltoluene 
• 64277-87-8 methyl 3,5-di(tert-butyl)benzoate 
• 14665-97-5 2-(3,5-Di-tert-butylphenyl)-2-propanol 
• 16225-26-6 3,5-di-tert-butylbenzoic acid 

Downstream Products

• 85313-56-0 t-Bumeoc-L-Phe-D-Leu-OH 
• 85313-58-2 t-Bumeoc-L-Phe-D-Leu-L-Arg-L-Phe-NH₂ 
• 63-91-2 L-phenylalanine 
• 14711-06-9 2-(3,5-di-tert-butylphenyl)propene 
• 14665-97-5 2-(3,5-Di-tert-butylphenyl)-2-propanol 
• 85313-54-8 t-Bumeoc-L-Phe-Gly-OMe 

Relevant articles and documents

SOLID PHASE SYNTHESIS OF A SOMATOSTATIN AMIDE ANALOGUE USING ACID LABILE t-BUMEOC PROTECTION AND AN ACID LABILE ANCHOR GROUP

The solid phase synthesis of an amidated somatostatin analogue based on the principle of differentiated acidolysis is described.The acid labile and smoothly cleavable t-Bumeoc moiety (1percent TFA/DCM) is used for temporary Nα-protection of D- and L-amino acids and amino>(4-methoxyphenyl)methyl>-2-methylphenoxy>acetic acid, attached to an aminomethylated polystyrene resin is used as acid sensitive linker of the solid carrier which releases the peptide in its amide form by treatment with TFA.Its preparation is described in detail.

The 1-(3,5-Di-tert-butylphenyl)-1-methylethoxycarbonyl (t-Bumeoc) Residue, a Protecting Group Cleavable under Extremely Mild Acidic Conditions

The synthesis of 1-(3,5-di-tert-butylphenyl)-1-methylethoxycarbonyl fluoride (8) and its reaction with selected amino acids as well as the 13C NMR spectroscopic characterization of t-Bumeoc derivatives are described.The new protecting group is cleavable under very mild acidic conditions.The kinetics of the cleavage is studied by high-performance liquid chromatography (HPLC).The utility of the t-Bumeoc compared to the Adpoc protecting group is demonstrated taking a derivative of the molluscan neuropeptide as an example.