1138161-59-7

Basic information

• Product Name: N-{N'-tert-butoxycarbonyl-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester
• Synonyms: N-{N'-tert-butoxycarbonyl-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester
• CAS NO: 1138161-59-7
• Molecular Weight: 560.715
• Mol File: 1138161-59-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-{N'-tert-butoxycarbonyl-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-{N'-tert-butoxycarbonyl-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester(1138161-59-7)
• EPA Substance Registry System: N-{N'-tert-butoxycarbonyl-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester(1138161-59-7)

Safety Data

• Hazardous Substances Data: 1138161-59-7(Hazardous Substances Data)

Upstream product

• 66854-34-0 (R)-3-[(2S,3S)-2-amino-3-phenylbutyrylamino]-3-(thiazol-2-yl)propanoic acid methyl ester 
• 62965-35-9 N-tert-butyloxycarbonyl-L-tert-leucine 
• 1138161-38-2 (S(S),R)-allyl methyl [N-(p-toluenesulfinyl)amino(thiazol-2-yl)methyl]malonate 
• 76362-53-3 (R)-methyl 3-amino-3-(thiazol-2-yl)propanoate 
• 1138161-39-3 (S(S),R)-methyl N-(p-toluenesulfinyl)-3-amino-3-(thiazol-2-yl)propanoate 

Downstream Products

• 1138161-41-7 N-{L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester 
• 1138161-43-9 N-{[N-phthaloyl-L-(2-tert-butyldiphenylsilyloxyethyl)imino-tert-leucyl]-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester 
• 1138161-60-0 C₄₇H₆₆N₆O₅SSi 
• 1138161-44-0 N-{N-tert-butoxycarbonyl-L-valinyl-[L-(2-tert-butyldiphenylsilyloxyethyl)imino-tert-leucyl]-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester 
• 1138161-45-1 N-{N-tert-butoxycarbonyl-[(3S)-3-methyl-L-prolinyl]-L-valinyl-[L-(2-tert-butyldiphenylsilyloxyethyl)imino-tert-leucyl]-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester 
• 1138161-62-2 N-{N-tert-butoxycarbonyl-[(3R)-3-methyl-L-prolinyl]-L-valinyl-[L-(2-hydroxyethyl)imino-tert-leucyl]-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester 
• 1138161-46-2 N-{N-tert-butoxycarbonyl-[(3R)-3-methyl-L-prolinyl]-L-valinyl-[L-(carboxymethylimino)-tert-leucyl]-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester 
• 1138161-47-3 N-{[(3R)-3-methyl-L-prolinyl]-L-valinyl-[L-(carboxymethylimino)-tert-leucyl]-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester hydrochloride 
• 15005-62-6 bottromycin A₂ 

Relevant articles and documents

Synthesis and Evaluation of Antibacterial Activity of Bottromycins

Total synthesis of bottromycin A2 can be accomplished through a diastereoselective Mannich reaction of a chiral sulfinamide, mercury-mediated intermolecular amidination, and cyclization of a constrained tetracyclic peptide. Exploitation of this process allowed the synthesis of several novel bottromycin analogs. The antimicrobial activity of these analogs was evaluated in vitro against Gram-positive bacteria, such as methicillin resistant Staphylococcus aureus (MRSA) and vancomycin resistant enterococci (VRE). Structure-activity relationships were explored taking into consideration the unique three-dimensional structure of the compounds. Notably, one of the new analogs devoid of a methyl ester, which is known to lower the in vivo efficacy of bottromycin, exhibited antibacterial bioactivity comparable to that of vancomycin.