332888-38-7

Upstream product

• 62311-52-8 (2E) 1-benzyloxy-2-methyl-2-buten-4-ol 
• 310887-98-0 4-benzyloxy-3-methylbut-2-enoic acid methyl ester 
• 40835-18-5 methyl (E)-3-formylcrotonate 
• 13866-57-4 (E)-methyl 4-hydroxy-3-methylbut-2-enoate 
• 936031-63-9 (4-benzyloxy-3-methyl-but-2-enyloxy)-tert-butyl-dimethyl-silane 
• 162188-27-4 (2E)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methyl-2-buten-1-ol 
• 100-39-0 benzyl bromide 

Downstream Products

• 1196056-91-3 (2R,3R)-4-benzyloxy-3-methyl-2,3-epoxybutanyl methanesulfonate 
• 444809-23-8 ((2S,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethyl)-3,3-dimethyl-cyclohex-1-enyl]-methanone 
• 444809-22-7 ((2R,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-6-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethyl)-3,3-dimethyl-cyclohex-1-enyl]-methanol 
• 1027739-76-9 ((2S,3R)-3-Benzyloxymethyl-3-methyl-oxiranyl)-[(R)-2-(3,4-dimethoxy-benzyloxymethyl)-6-hydroxy-3,3-dimethyl-cyclohex-1-enyl]-methanone 
• 444809-24-9 (2S,3S,8aR)-2-Benzyloxymethyl-5-(3,4-dimethoxy-benzyloxymethyl)-3-hydroxy-2,6,6-trimethyl-2,3,6,7,8,8a-hexahydro-chromen-4-one 
• 444809-25-0 (2S,3S,3aS,8aR)-2-Benzyloxymethyl-2,6,6-trimethyl-2,3,6,7,8,8a-hexahydro-5H-furo[2,3,4-de]chromene-3,3a-diol 

Relevant academic research and scientific papers

IspG converts an epoxide substrate analogue to (E)-4-hydroxy-3-methylbut-2- enyl diphosphate: Implications for IspG catalysis in isoprenoid biosynthesis

(Chemical Equation Presented) IspG is an intriguing enzyme in bacteria, parasite, and plant isoprenoid biosynthesis, and its catalytic mechanism remains elusive. We report here the synthesis of (2R,3R)-4-hydroxy-3-methyl-2,3- epoxybutanyl diphosphate (Epoxy-HMBPP), a proposed intermediate in one of the frequently cited mechanistic models. We have also demonstrated that this epoxide analogue is a catalytically competent IspG substrate. This study represents the first mechanistic study of this important enzyme.

Convergent enantioselective synthesis of the tricyclic core of phomactin A

(Matrix Presented) The tricyclic core of phomactin A was synthesized from 6,6-dimethyl-2-cyclohexen-1-one. Key reactions include the addition of a cyclohexenyllithium reagent to an epoxyaldehyde and a regioselective intramolecular epoxide opening to insta

Construction of a Chiral Quaternary Carbon Center via 1,2-Acyl Migration of an Optically Active α,β-Epoxy Ketone

The construction of a chiral building block with a quaternary carbon center is described, based on the Lewis acid-catalyzed acyl migration of α,β-epoxy ketone with alkyl and alkenyl substituents.