73376-17-7

Upstream product

• 4801-39-2 2-amino-N-phenylacetamide hydrochloride 
• 54837-15-9 α-N-benzyloxyamino-propionic acid 

Downstream Products

• 73376-18-8 ({Benzyloxy-[1-(phenylcarbamoylmethyl-carbamoyl)-ethyl]-carbamoyl}-methyl)-carbamic acid tert-butyl ester 
• 73376-19-9 2-Benzyloxyamino-N-({benzyloxy-[1-(phenylcarbamoylmethyl-carbamoyl)-ethyl]-carbamoyl}-methyl)-propionamide 
• 95204-84-5 [(Benzyloxy-{1-[({benzyloxy-[1-(phenylcarbamoylmethyl-carbamoyl)-ethyl]-carbamoyl}-methyl)-carbamoyl]-ethyl}-carbamoyl)-methyl]-carbamic acid tert-butyl ester 
• 95204-85-6 2-({2-[2-(Acetyl-benzyloxy-amino)-propionylamino]-acetyl}-benzyloxy-amino)-N-({benzyloxy-[1-(phenylcarbamoylmethyl-carbamoyl)-ethyl]-carbamoyl}-methyl)-propionamide 

Relevant academic research and scientific papers

N-HYDROXY AMIDES. II. N-BENZYLOXY alpha -AMINO ACID N-HYDROXYSUCCINIMIDE ESTERS AND SYNTHESIS OF A HEXAPEPTIDE HAVING AN ALTERNATING N-HYDROXY AMIDE-AMIDE SEQUENCE.

Acylation of a series of N-benzyloxy alpha -amino acid derivatives with N,N-phthaloyloglycine shows that the yield decreases with increasing bulkiness of the substituent even by the acyl chloride or mixed anhydride procedure, and that the use of an excess reagent or a double acylation technique is needed to attain a good yield. The low reactivity of the benzyloxyamino group enables the authors to utilize N-benzyloxy alpha -amino acid N-hydroxysuccinimide esters without N-protection in the acylation of the usual amino group. In an an attempt to lengthen the chain of an N-hydroxy peptide, a hexapeptide anilide having an N-hydroxy-DL-alanylglycyl sequence was synthesized via N-benzyloxy peptides.