215798-08-6

Basic information

• Product Name: (2R,3R,4S)-2-benzyl-3-hydroxy-4-(4-methoxybenzyloxy)-pentanoic acid
• Synonyms: (2R,3R,4S)-2-benzyl-3-hydroxy-4-(4-methoxybenzyloxy)-pentanoic acid
• CAS NO: 215798-08-6
• Molecular Weight: 344.408
• Mol File: 215798-08-6.mol

Chemical Properties

• CAS DataBase Reference: (2R,3R,4S)-2-benzyl-3-hydroxy-4-(4-methoxybenzyloxy)-pentanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4S)-2-benzyl-3-hydroxy-4-(4-methoxybenzyloxy)-pentanoic acid(215798-08-6)
• EPA Substance Registry System: (2R,3R,4S)-2-benzyl-3-hydroxy-4-(4-methoxybenzyloxy)-pentanoic acid(215798-08-6)

Safety Data

• Hazardous Substances Data: 215798-08-6(Hazardous Substances Data)

Upstream product

• 210300-10-0 (4R)-[(2R,3R,4S)-2-benzyl-3-hydroxy-4-(4-methoxybenzyloxy)-pentanoyl]-4-isopropyl-oxazolidin-2-one 
• 89238-99-3 O-(4-methoxybenzyl)-trichloroacetimidate 
• 144401-98-9 (S)-2-(4-methoxybenzyloxy)propionic acid ethyl ester 
• 645-45-4 hydrocinnamic acid chloride 
• 126361-27-1 (S)-(p-methoxybenzyloxy)propanal 

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 
• 215798-16-6 isobutyric acid (3R,6S,7R,8R)-8-benzyl-3-tert-butoxycarbonylamino-6-methyl-4,9-dioxo-[1,5]dioxonane-7-yl ester 
• 210300-16-6 (2R,3R,4S)-2-Benzyl-4-((R)-2-tert-butoxycarbonylamino-3-hydroxy-propionyloxy)-3-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid 
• 210300-12-2 (2R,3R,4S)-2-benzyl-4-((2S)-2-tert-butoxycarbonylamino-3-hydroxypropionyloxy)-3-(tert-butyldimethylsilanyloxy)-pentanoic acid 
• 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 
• 210300-17-7 [(3R,7R,8R,9S)-7-benzyl-8-(tert-butyldimethylsilanyloxy)-9-methyl-2,6-dioxo-[1,5]dioxonane-3-yl]-carbamic acid tert-butyl ester 
• 215798-09-7 (2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-(4-methoxybenzyloxy)-pentanoic acid benzyl 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 
• 215798-15-5 ((3R,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 
• 210300-18-8 isobutyric acid (3R,6S,7R,8R)-3-amino-8-benzyl-6-methyl-4,9-dioxo-[1,5]dioxonane-7-yl ester 
• 210300-08-6 (2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-hydroxypentanoic acid benzyl ester 
• 215798-12-2 (2R,3R,4S)-2-benzyl-4-((2R)-3-benzyloxy-2-tert-butoxycarbonylaminopropionyloxy)-3-(tert-butyldimethylsilanyloxy)-pentanoic acid benzyl ester 

Relevant articles and documents

Total synthesis of the antifungal dilactones UK-2A and UK-3A: The determination of their relative and absolute configurations, analog synthesis and antifungal activities

The synthesis of the antifungal dilactones, UK-2A and UK-3A, is described. In addition to providing a workable synthetic route to these potent antifungal antibiotics, this has allowed us to determine the assignment of the relative and absolute configurations in the nine-membered ring. Furthermore, UK-2A analogs were also synthesized and evaluated their antifungal activities and cytotoxic activities along with UK-2A, (2R, 3R, 4S, 7R)-UK-2A, UK-3A, (2R, 3R, 4S, 7R)-UK-3A, and antimycin A. The structural requirements for the selective cytotoxicity against yeasts and filamentous fungi will also be suggested.

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.