138774-98-8

Basic information

• Product Name: BOC-D-METYR(BZL)-OH CHA
• Synonyms: N-alpha-(t-Butyloxycarbonyl)-N-alpha-methyl-O-benzyl-D-tyrosine;N-[(1,1-Dimethylethoxy)carbonyl]-N-methyl-O-(phenylmethyl)-D-tyrosine;N-Boc-N-methyl-O-benzyl-D-tyrosine;BOC-N-METHYL-O-BENZYL-D-TYROSINE;BOC-N-ME-D-TYR(BZL)-OH;BOC-N-ME-D-TYROSINE(BZL)-OH;BOC-N-ALPHA-METHYL-O-BENZYL-D-TYROSINE;BOC-D-METYR(BZL)-OH
• CAS NO: 138774-98-8
• Molecular Formula: C₂₂H₂₇NO₅
• Molecular Weight: 484.63
• Product Categories: amino acids
• Mol File: 138774-98-8.mol

Chemical Properties

• Boiling Point: 533 °C at 760 mmHg
• Flash Point: 276.2 °C
• Appearance: /Solid
• Density: 1.174 g/cm³
• Storage Temp.: Store at RT.
• CAS DataBase Reference: BOC-D-METYR(BZL)-OH CHA(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-D-METYR(BZL)-OH CHA(138774-98-8)
• EPA Substance Registry System: BOC-D-METYR(BZL)-OH CHA(138774-98-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 138774-98-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
BOC-D-METYR(BZL)-OH CHA is used as a building block for the synthesis of peptide-based drugs, providing a protected form of D-methionine that can be incorporated into the peptide sequence and later deprotected to reveal the thiol group for further modification or conjugation.
Used in Bioconjugation:
BOC-D-METYR(BZL)-OH CHA is used as a linker in bioconjugation processes, enabling the attachment of biologically active molecules to other molecules or surfaces. The benzyl group can be selectively removed to expose the thiol group, facilitating the formation of stable covalent bonds with target molecules.
Used in Organic Synthesis:
BOC-D-METYR(BZL)-OH CHA is used as a protected amino acid in organic synthesis, allowing chemists to incorporate D-methionine into complex organic molecules while preventing unwanted side reactions. The BOC protecting group can be removed under mild conditions, enabling further functionalization of the molecule.
Used in Biotechnology:
BOC-D-METYR(BZL)-OH CHA is used in the development of biotechnology products, such as biosensors, diagnostic tools, and therapeutic agents. BOC-D-METYR(BZL)-OH CHA's ability to be selectively deprotected and modified makes it a versatile building block for creating novel bioactive molecules with specific functions and properties.

Upstream product

• 63769-58-4 (R)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid 
• 74-88-4 methyl iodide 
• 2130-96-3 O-benzyl-N-tert-butoxycarbonyl-L-tyrosine 

Downstream Products

• 178208-61-2 (2R)-2-{[(tert-butoxy)carbonyl](methyl)amino}-3-(4-hydroxyphenyl)propanoic acid 
• 178208-44-1 (R)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester 
• 178208-46-3 3-fluoro-4-nitro-N-[N-(tert-butyloxycarbonyl)-N-methyl-D-tyrosyl]-D-phenylalanine methyl ester 
• 178208-48-5 3-fluoro-4-nitro-N-[N-(tert-butyloxycarbonyl)-N-methyl-D-tyrosyl]-L-phenylalanine methyl ester 
• 1233532-51-8 bisebromoamide 
• 1233367-32-2 C₂₄H₃₃BrN₄O₄ 
• 1191115-30-6 bisebromoamide 
• 1301240-79-8 C₂₆H₃₃BrN₂O₅ 
• 1301240-82-3 C₂₅H₃₁BrN₂O₅ 
• 1301240-99-2 C₃₁H₃₉BrN₄O₄ 
• 1301240-72-1 C₂₃H₂₈BrNO₅ 
• 1301240-75-4 C₂₆H₃₃BrN₂O₆ 
• 1301240-68-5 C₂₃H₂₉NO₅ 

Relevant articles and documents

Synthesis of (9R,12S)- and (9S,12S)-cycloisodityrosine and their N-methyl derivatives

Full details of the synthesis of (9R,12S)- and (9S,12S)-cycloisodityrosine and their N-methyl derivatives are detailed based on an intramolecular nucleophilic aromatic substitution reaction for formation of the key biaryl ether with 14-membered ring macrocyclization. Their comparison with prior samples and the documentation of a facile C9 epimerization within the natural 9S series are described.