171189-79-0

Upstream product

• 78999-24-3 5-benzyloxy-1-pentanal 
• 131685-53-5 (S)-4-benzyl-3-propionyl-2-oxazolidinone 

Downstream Products

• 171189-80-3 (2S,3R)-7-Benzyloxy-3-hydroxy-2-methyl-heptanoic acid 
• 284035-43-4 (S)-4-Benzyl-3-[(2S,3R)-7-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-heptanoyl]-oxazolidin-2-one 
• 284035-47-8 (2S,3R)-7-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-heptanal 
• 284035-45-6 (2R,3R)-7-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-heptan-1-ol 
• 284035-38-7 (2R,4S,5S,6R)-6-(4-Benzyloxy-butyl)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-5-methyl-tetrahydro-pyran-2-carbaldehyde 
• 284035-51-4 Benzoic acid (2R,4S,5R,6R)-6-(4-benzyloxy-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-ylmethyl ester 
• 284035-53-6 [(2R,4S,5S,6R)-6-(4-Benzyloxy-butyl)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-methanol 
• 284035-52-5 Benzoic acid (2R,4S,5S,6R)-6-(4-benzyloxy-butyl)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-5-methyl-tetrahydro-pyran-2-ylmethyl ester 
• 164215-32-1 2,2-Dimethyl-propionic acid (R)-1-((R)-1-methyl-2-phenyl-ethyl)-5-oxo-pentyl ester 
• 164215-35-4 2,2-Dimethyl-propionic acid (E)-(1R,8S,9R)-9-benzyloxy-9-((R)-2,2-diethyl-[1,3]dioxolan-4-yl)-8-hydroxy-8-hydroxymethyl-1-((R)-1-methyl-2-phenyl-ethyl)-5-oxo-non-6-enyl ester 
• 164215-37-6 2,2-Dimethyl-propionic acid (R)-4-[(1S,3R,4R,5R,6R,7R)-4-benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-6,7-dihydroxy-2,8-dioxa-bicyclo[3.2.1]oct-1-yl]-1-((R)-1-methyl-2-phenyl-ethyl)-butyl ester 
• 164215-33-2 2,2-Dimethyl-propionic acid (1R,8S,9R)-9-benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-9-((R)-2,2-diethyl-[1,3]dioxolan-4-yl)-1-((R)-1-methyl-2-phenyl-ethyl)-5-oxo-8-trimethylsilanyloxy-non-6-ynyl ester 
• 164215-39-8 2,2-Dimethyl-propionic acid (1S,3R,4R,5S,6R,7R)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-7-(2,2-dimethyl-propionyloxy)-1-[(4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-methyl-6-phenyl-hexyl]-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester 
• 164215-40-1 2,2-Dimethyl-propionic acid (1S,3R,5R,6R,7R)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-7-(2,2-dimethyl-propionyloxy)-1-[(4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-methyl-6-phenyl-hexyl]-4-oxo-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester 

Relevant academic research and scientific papers

Synthetic studies on spongistatins: Synthesis of the C29-C44 fragment

A convergent synthesis of the C29-C44 fragment, the common subunit of the spongipyran macrolides is described. The key step of the synthesis is the C-glycosidation reaction which is based on coupling of the lithiated F-ring sulfone with the E-ring aldehyde, and subsequent reductive desulfonylation to afford the E-F bis (pyran) with high stereoselectivity at the anomeric carbon. (C) 2000 Elsevier Science Ltd.

(+)-Zaragozic acid C: Synthesis and related studies

The asymmetric synthesis of the potent squalene synthase inhibitor (+)-zaragozic acid C is described. The synthesis allows for the preparation of multigram quantities of the dioxabicyclooctane core common to all members of this class of fungal metabolites. Supporting studies include (1) the use of [Cr(OAc)2·H2O]2 for the stereoselective reduction of ynones to trans enones, (2) an investigation of the diastereoselective dihydroxylation of γ-alkoxy-α,β-trans enones, and (3) nucleophilic addition of Me3SiC≡CLi to a dioxabicyclooctanone, wherein the product diastereoselectivity is observed to vary as a function of cosolvents (tertiary amines) and additives (LiBr). In addition, an acylation protocol is reported which permits the regioselective installation of the C(6) O-acyl side chain.