104706-48-1

Basic information

• Product Name: Boc-Ala-Tyr(Bzl)-OMe
• Synonyms: Boc-Ala-Tyr(Bzl)-OMe
• CAS NO: 104706-48-1
• Molecular Weight: 456.539
• Mol File: 104706-48-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Boc-Ala-Tyr(Bzl)-OMe(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-Ala-Tyr(Bzl)-OMe(104706-48-1)
• EPA Substance Registry System: Boc-Ala-Tyr(Bzl)-OMe(104706-48-1)

Safety Data

• Hazardous Substances Data: 104706-48-1(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 15761-38-3 L-N-Boc-Ala 
• 66024-53-1 BOC-Ala-POBT 
• 34805-17-9 methyl 2S-amino-3-(4-benzyloxyphenyl)propionate hydrochloride 

Downstream Products

• 104706-50-5 H-Ala-Tyr(Bzl)-OMe trifluoroacetic salt 

Relevant articles and documents

Synthesis of a putative subtype specific antigenic heptapeptide from Escherichia coli K88 ad protein fimbriae.

The heptapeptide methyl ester Phe-Asn-Glu-Asn-Met-Ala-Tyr-OMe covering the amino acid sequence of the region 213-219 of Escherichia Coli K88 ad protein fimbriae is synthesized using N alpha-t-butyloxycarbonyl-protection and benzyl groups for side-chain-protection. All condensation reactions are performed in 84-97% yield by preactivation of the protected amino acids by dicyclohexylcarbodiimide (DCC) and 1-hydroxybenzotriazole (HOBt), and reaction of the resulting active ester with amine in the presence of 4-methylmorpholine (NMM). A mechanism is proposed for the nitrile formation in the side-chain of activated asparagine, and the suppression of this side-reaction is investigated. The repetitive deprotection is performed in a mixture of trifluoroacetic acid (TFA), phenol and p-cresol to give the TFA salts in virtually quantitatively yields. The final deprotection of the heptapeptide is carried out in a mixture of 25% hydrogen fluoride (HF) and dimethyl sulfide (DMS) in an overall yield of 48%. The serological and conformational properties of the synthetic peptide are under investigation.