140460-53-3

Usage

InChI:InChI=1/C10H16O4/c1-7-2-3-8(11)4-5-9(12)6-10(13)14-7/h3,7,9,11-12H,2,4-6H2,1H3/b8-3+

Upstream product

• 264889-51-2 (E)-(4R,7S,10R)-4,7-Bis-methoxymethoxy-10-methyl-3,4,7,8,9,10-hexahydro-oxecin-2-one 
• 3427-24-5 (2S,3E,5S)-1,2,5,6-tetrahydroxy-1,2:5,6-di-O-isopropylidene-hex-3-ene 
• 24211-51-6 (2S,5S)-hexane-1,2,5,6-tetrol 
• 492463-94-2 Toluene-4-sulfonic acid (2S,5S)-2,5,6-trihydroxy-hexyl ester 
• 264889-39-6 [(2S)-4-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxybutyl]-4-methylbenzenesulfonate 
• 264889-50-1 (E)-(3R,6S,9R)-9-Hydroxy-3,6-bis-methoxymethoxy-dec-4-enoic acid 
• 264889-42-1 (2S,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-hexane-1,2-diol 
• 1191426-28-4 C₂₆H₃₂O₆ 
• 1039357-72-6 C₁₂H₂₀O₅ 
• 629-11-8 1,6-hexanediol 
• 132131-28-3 6-<(4-methoxyphenyl)methoxy>hexanal 
• 121785-59-9 (-)-(5R)-5-(tert-butyldimethylsilyloxy)-hexanal 
• 105192-33-4 6-<(4-methoxyphenyl)methoxy>hexan-1-ol 
• 1201898-57-8 (2S)-6-[(4-methoxybenzyl)oxy]hexane-1,2-diol 

Relevant academic research and scientific papers

Stereocontrolled Total Synthesis of Nonenolide

Nonenolide (1) was first isolated from the entomopathogenic fungus Cordyceps militaries BCC2816 and exhibited good antimalarial activity against Plasmodium falciparum K1. Structurally, it features a decanolide with a trans-double bond attached to two chir

Convergent syntheses of 3,6-dihydroxydec-4-enolides

The total syntheses of the 3,6-dihydroxydecanolide from Cordyceps militaris and the novel C-3 epimer are reported using a diastereoselective Nozaki-Hiyama-Kishi reaction in the key cyclization to generate the 6R stereocenter.

Total syntheses and absolute stereochemistry of decarestrictines C1 and C2

The total syntheses of decarestrictines C1 and C2 have been described. The synthetic strategy involves a practical and flexible approach using esterification and ring-closing metathesis to unite the acid and alcohol fragments. The ac

Total synthesis of the Z-isomers of nonenolide and desmethyl nonenolide

RCM and Yamaguchi esterification reactions were used as the key steps for the stereoselective total synthesis of Z-isomers of nonenolide and desmethyl nonenolide.

Facile total synthesis of the antimalarial nonenolide

The facile total synthesis of the antimalarial nonenolide 1 is reported. The convergent strategy features the use of reactions such as Sharpless asymmetric dihydroxylation, aldol addition, Mitsunobu reaction, and ring-closing metathesis (RCM).

Protecting group directed ring-closing metathesis (RCM): the first total synthesis of an anti-malarial nonenolide

The first synthesis of a newly found naturally occurring anti-malarial nonenolide is described. A pivotal step in the synthesis is the ring-closing metathesis of a dienoic ester prepared by coupling an acid and alcohol that were stereoselectively synthesi

Total synthesis of (-)-(3R,6S,9R)-decarestrictine C2

Enantioselective synthesis of the proposed structure Of (-)-(3R,6S,9R)- decarestrictine C2 (4) has been accomplished using (2S,5S)-1,2,5,6- hexanetenterol (9) as a C2-symmetric chiral synthon, in which the diastereoselective aldol-type reaction of a tin(II) enolate of 3-acetyl-4(S)- isopropyl-1,3-thiazolidine-2-thione with the α,β-unsaturated aldehyde was used as a key step. (C) 2000 Elsevier Science Ltd.