753487-55-7

Basic information

• Product Name: (2S,3R)-N-(tert-butyloxycarbonyl)-3-methoxyphenylalanine
• Synonyms: (2S,3R)-N-(tert-butyloxycarbonyl)-3-methoxyphenylalanine
• CAS NO: 753487-55-7
• Molecular Weight: 295.335
• Mol File: 753487-55-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2S,3R)-N-(tert-butyloxycarbonyl)-3-methoxyphenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R)-N-(tert-butyloxycarbonyl)-3-methoxyphenylalanine(753487-55-7)
• EPA Substance Registry System: (2S,3R)-N-(tert-butyloxycarbonyl)-3-methoxyphenylalanine(753487-55-7)

Safety Data

• Hazardous Substances Data: 753487-55-7(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 1335232-84-2 (2R,3R)-3-hydroxy-para-nitrophenylalaninol 
• 1009093-06-4 (2R,3R)-N-Boc-3-methoxy-phenylalaninol 
• 1009093-09-7 (2R,3R)-N-Boc-3-methoxy-1-O-(tert-butyldimethylsilyl)-phenylalaninol 
• 217661-62-6 [(1R,2R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-hydroxy-2-phenyl-ethyl]-carbamic acid tert-butyl ester 
• 124085-68-3 tert-butyl (R)-1-(tert-butyldimethylsilyloxy)-3-oxopropan-2-yl carbamate 
• 112418-19-6 (R)-2-N-tert-butoxycarbonylamino-3-(tert-butyldimethylsilyloxy)propionic acid methyl ester 
• 753488-03-8 2-amino-N-tert-butyl-3-methoxy-3-phenyl-propionamide 
• 32150-91-7 phthaloyl-L-phenylalanyl chloride 
• 5123-55-7 Nα-phthaloyl-L-phenylalanine 
• 160648-48-6 (2S,3R)-3-hydroxy-N-t-butyl-N^α-phthaloylphenylalaninamide 
• 135395-13-0 (S)-N-(tert-Butyl)-N^α-phthaloylphenylalaninamide 
• 63-91-2 L-phenylalanine 
• 874894-76-5 (2S,3R)-2-amino-3-methoxy-3-phenylpropanoic acid 

Downstream Products

• 1019858-67-3 cyclomarin D 

Relevant articles and documents

Synthesis of modified β-methoxyphenylalanines via diazonium chemistry and their incorporation in desoxycyclomarin analogues

The marine natural products cyclomarins have remarkable anti-mycobacterial and antiplasmodial activities. The heptapeptic structure of this compound class comprisis four highly interesting non-canonical amino acids, including a rather unusual syn β-methoxyphenylalanine. To get a deeper insight into the structure-activity realtionship of cyclomarines, a straightforward protocol for the stereoselective synthesis of this building block was developed, based on diazonium chemistry.

Total synthesis of cyclomarins A, C and D, marine cyclic peptides with interesting anti-tuberculosis and anti-malaria activities

Cyclomarins are cyclic heptapeptides containing four unusual amino acids. New synthetic protocols toward their synthesis have been developed, leading to the synthesis and biological evaluation of three natural occurring cyclomarins. Interestingly, cyclomarins address two completely different targets: Clp C1, a subunit of the caseinolytic protease of Mycobacterium tuberculosis (MTB), as well as PfAp3Ase of Plasmodium falciparum. Therefore, cyclomarins are interesting lead structures for the development of drugs against tuberculosis and malaria.