308279-64-3

Upstream product

• 111-71-7 heptanal 
• 187324-66-9 (1R,2S)-2-(N-benzyl-N-mesitylenesulfonyl)amino-1-phenyl-1-propyl propionate 

Downstream Products

• 308279-77-8 3-benzyloxy-2-(2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-butyrylamino]-acetoxy}-2-methyl-nonanoyl)-methyl-amino]-4-methyl-pentanoylamino}-3-methyl-pentanoylamino)-propionic acid allyl ester 
• 308279-78-9 (S)-3-Benzyloxy-2-{(2S,3R)-2-[(S)-2-({(2R,3R)-3-[2-((2S,3S)-2-tert-butoxycarbonylamino-3-hydroxy-butyrylamino)-acetoxy]-2-methyl-nonanoyl}-methyl-amino)-4-methyl-pentanoylamino]-3-methyl-pentanoylamino}-propionic acid allyl ester 
• 308279-79-0 (S)-3-Benzyloxy-2-{(2S,3R)-2-[(S)-2-({(2R,3R)-3-[2-((2S,3S)-2-tert-butoxycarbonylamino-3-hydroxy-butyrylamino)-acetoxy]-2-methyl-nonanoyl}-methyl-amino)-4-methyl-pentanoylamino]-3-methyl-pentanoylamino}-propionic acid 
• 308279-80-3 O-benzyl globomycin 
• 64441-34-5 globomycin 
• 308279-71-2 (S)-3-Benzyloxy-2-((2S,3R)-2-{(S)-2-[((2R,3R)-3-hydroxy-2-methyl-nonanoyl)-methyl-amino]-4-methyl-pentanoylamino}-3-methyl-pentanoylamino)-propionic acid allyl ester 

Relevant academic research and scientific papers

Total synthesis and NMR conformational study of signal peptidase II inhibitors, globomycin and SF-1902 A5

A stereoselective total synthesis of an antibiotic, globomycin (1a), and its congener, SF-1902 A5 (1b), was achieved. Two convergent macrocyclization routes via macrolactamization or macrolactonization to form 1a are described. A conformational study by means of NMR spectroscopy was performed in several solvents. The 1H NMR spectrum of 1a indicated that the amide proton of only the L-allo-Thr residue was involved in the hydrogen bonding. The structure in solution phase was different from the X-ray structure.