215798-03-1

Basic information

• Product Name: (2R,3R,4S)-2-benzyl-4-((2S)-3-benzyloxy-2-tert-butoxycarbonylaminopropionyloxy)-3-(tert-butyldimethylsilanyloxy)-pentanoic acid benzyl ester
• Synonyms: (2R,3R,4S)-2-benzyl-4-((2S)-3-benzyloxy-2-tert-butoxycarbonylaminopropionyloxy)-3-(tert-butyldimethylsilanyloxy)-pentanoic acid benzyl ester
• CAS NO: 215798-03-1
• Molecular Weight: 705.964
• Mol File: 215798-03-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2R,3R,4S)-2-benzyl-4-((2S)-3-benzyloxy-2-tert-butoxycarbonylaminopropionyloxy)-3-(tert-butyldimethylsilanyloxy)-pentanoic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4S)-2-benzyl-4-((2S)-3-benzyloxy-2-tert-butoxycarbonylaminopropionyloxy)-3-(tert-butyldimethylsilanyloxy)-pentanoic acid benzyl ester(215798-03-1)
• EPA Substance Registry System: (2R,3R,4S)-2-benzyl-4-((2S)-3-benzyloxy-2-tert-butoxycarbonylaminopropionyloxy)-3-(tert-butyldimethylsilanyloxy)-pentanoic acid benzyl ester(215798-03-1)

Safety Data

• Hazardous Substances Data: 215798-03-1(Hazardous Substances Data)

Upstream product

• 100-51-6 benzyl alcohol 
• 210300-11-1 (2R,3R,4S)-2-benzyl-3-hydroxy-4-(4-methoxybenzyloxy)-pentanoic acid benzyl ester 
• 215798-08-6 (2R,3R,4S)-2-benzyl-3-hydroxy-4-(4-methoxybenzyloxy)-pentanoic acid 
• 645-45-4 hydrocinnamic acid chloride 
• 96837-44-4 (R)-4-isopropyl-3-(3-phenylpropanoyl)oxazolidin-2-one 
• 59524-02-6 N-tert-butoxycarbonyl-L-serine benzyl ester 
• 210300-08-6 (2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-hydroxypentanoic acid benzyl ester 
• 23680-31-1 BOC-O-benzyl-L-serine 

Downstream Products

• 167173-85-5 (3S,6S,7R,8R)-8-benzyl-3-{[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]amino}-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl2-methylpropanoate 
• 215798-00-8 (3S,6S,7R,8R)-8-benzyl-3-[(tert-butoxycarbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl 2-methylpropanoate 
• 210300-13-3 [(3S,7R,8R,9S)-7-benzyl-8-(tert-butyldimethylsilanyloxy)-9-methyl-2,6-dioxo-[1,5]dioxonane-3-yl]-carbamic acid tert-butyl ester 
• 215798-10-0 ((3S,7R,8R,9S)-7-benzyl-8-hydroxy-9-methyl-2,6-dioxo-[1,5]dioxonane-3-yl)-carbamic acid tert-butyl ester 
• 210300-07-5 isobutyric acid (3S,6S,7R,8R)-3-amino-8-benzyl-6-methyl-4,9-dioxo-[1,5]dioxonane-7-yl ester 
• 210300-12-2 (2R,3R,4S)-2-benzyl-4-((2S)-2-tert-butoxycarbonylamino-3-hydroxypropionyloxy)-3-(tert-butyldimethylsilanyloxy)-pentanoic acid 

Relevant articles and documents

Evaluation of Inhibitory Activities of UK-2A, an Antimycin-Type Antibiotic, and Its Synthetic Analogues against the Production of Anti-inflammatory Cytokine IL-4

The inhibitory activities of the antimycin-class antibiotics UK-2A, antimycin A, and splenocin B against the production of anti-inflammatory cytokine IL-4, which is related to IgE-mediated allergic responses in rat basophilic leukemia (RBL-2H3) cells, were evaluated. Although antimycin A and splenocin B showed cytotoxicity at concentrations at which IL-4 release from the cells was restricted, UK-2A was found to restrict IL-4 release without cytotoxicity. Three UK-2A analogues (4-6) were then synthesized and assessed. Compound 5 restricted IL-4 release dose-dependently without cytotoxicity, and its effect was more potent than that of UK-2A.

Enantioselective total synthesis of the antifungal dilactone, UK-2A: The determination of the relative and absolute configurations

The synthesis of the antifungal dilactone, UK-2A, is described. In addition to providing a workable synthetic route to this potent antifungal antibiotic, this has allowed us to determine the assignment of the relative and absolute configurations in the nine-membered ring.