179093-50-6

Basic information

• Product Name: (S)-2-{(R)-3-[(R)-2-tert-Butoxycarbonylamino-3-(3-chloro-4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoic acid
• Synonyms: (S)-2-{(R)-3-[(R)-2-tert-Butoxycarbonylamino-3-(3-chloro-4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoic acid
• CAS NO: 179093-50-6
• Molecular Weight: 529.03
• Mol File: 179093-50-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (S)-2-{(R)-3-[(R)-2-tert-Butoxycarbonylamino-3-(3-chloro-4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-{(R)-3-[(R)-2-tert-Butoxycarbonylamino-3-(3-chloro-4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoic acid(179093-50-6)
• EPA Substance Registry System: (S)-2-{(R)-3-[(R)-2-tert-Butoxycarbonylamino-3-(3-chloro-4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoic acid(179093-50-6)

Safety Data

• Hazardous Substances Data: 179093-50-6(Hazardous Substances Data)

Upstream product

• 182486-23-3 (S)-2-{(R)-3-[(R)-2-tert-Butoxycarbonylamino-3-(3-chloro-4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoic acid allyl ester 
• 179093-49-3 (S)-2-{(R)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoic acid 
• 196794-47-5 benzyl (2S)-2-[(2R)-3-[(2R)-2-tert-butoxycarbonylamino-3-(3-chloro-4-methoxyphenyl) propionylamino]-2-methylpropionyloxy]-4-methylpentanoate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 70601-62-6 (D)-N-acetyl-4-methoxy-phenylalanine 
• 162465-45-4 (R)-2-((tet-butoxycarbonyl)amino)-3-(3-chloro-4-methoxyphenyl)propanoic acid 
• 178977-40-7 (R)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionic acid 
• 68856-96-2 N-(tert-butoxycarbonyl)-O-methyl-D-tyrosine 
• 196794-45-3 [(R)-1-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-propylcarbamoyl]-2-(3-chloro-4-methoxy-phenyl)-ethyl]-carbamic acid tert-butyl ester 
• 196794-35-1 (R)-3-[(R)-2-tert-Butoxycarbonylamino-3-(3-chloro-4-methoxy-phenyl)-propionylamino]-2-methyl-propionic acid 
• 196794-46-4 [(R)-2-(3-Chloro-4-methoxy-phenyl)-1-((R)-3-hydroxy-2-methyl-propylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester 
• 37755-48-9 benzyl (2S)-2-hydroxy-4-methylpentanoate 
• 245125-88-6 (2S,2'R)-benzyl 2-[(3'-{[(tert-butoxy)carbonyl]amino}-2'-methylpropinoyl)oxy]-4-methylpentanoate 
• 245125-89-7 (S)-2-((R)-3-Amino-2-methyl-propionyloxy)-4-methyl-pentanoic acid benzyl ester 

Downstream Products

• 866343-45-5 (E)-(5S,6S)-5-((S)-2-{(R)-3-[(R)-2-tert-Butoxycarbonylamino-3-(3-chloro-4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-((4R,5R)-2,2-dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-hept-2-enoic acid tert-butyl ester 
• 186665-99-6 (E)-(3S,6R,10R,16S)-16-((1R,2R,3R)-3-Chloro-2-hydroxy-1-methyl-3-phenyl-propyl)-10-(3-chloro-4-methoxy-benzyl)-3-isobutyl-6-methyl-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone 
• 124689-64-1 cryptophycin C 
• 196794-26-0 (E)-(3S,6R,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-16-((1R,2R,3R)-2,3-dihydroxy-1-methyl-3-phenyl-propyl)-3-isobutyl-6-methyl-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone 
• 124689-65-2 cryptophycin-1 
• 1027159-63-2 (2E,7E)-(S)-5-((S)-2-{(R)-3-[(R)-2-tert-Butoxycarbonylamino-3-(3-chloro-4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-oxo-8-phenyl-octa-2,7-dienoic acid tert-butyl ester 
• 182486-25-5 tert-butyl (5S,6R)-5-[(2S)-2-[(2R)-3-[(2R)-2-tert-butoxycarbonylamino-3-(3-chloro-4-methoxyphenyl)propionylamino]-2-methylpropionyloxy]-4-methylpentanoyloxy]-6-methyl-8-phenylocta-2(E),7(E)-dienoate 

Relevant articles and documents

Efficient and versatile stereoselective synthesis of cryptophycins

The cryptophycins are a family of cyclic depsipeptides with four retrosynthetic units A to D which correspond to the respective amino acids and hydroxy acids. A new synthetic route to unit A allows the selective generation of all four stereogenic centres

Enantiospecific total synthesis of the potent antitumor macrolides cryptophycins 1 and 8

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Total synthesis of cryptophycins and their 16-(3-phenylacryloyl) derivatives

Cryptophycin A, a cyclic depsipeptide isolated from the blue-green alga (cyanobacterium) Nostoc sp.GSV 224, has shown excellent activity against solid tumors implanted in mice. The benzylic epoxide, which was shown to be very important for biological activity, is also fairly unstable under both acidic and alkaline conditions. The high doses needed to observe in vivo activity might be a result of this instability. In order to solve this problem while preserving the electrophilic character of the benzylic position, enones 1 and 2 have been proposed as promising analogs of the natural product, and a convergent total synthesis of these compounds is described. In addition, the same strategy was used to prepare Cryptophycins A,B, C, and D.