200397-73-5

Upstream product

• 32989-52-9 (E)-4-methyl-6-(phenylmethoxy)-4-hexenal 
• 360043-10-3 ethyl (2E,6E)-8-benzyloxy-2,6-dimethyl-2,6-octadienoate 

Downstream Products

• 200397-86-0 C₁₈H₂₅⁽²⁾HO₄S 
• 360042-99-5 (2E,6Z)-(8,8,8-2H₃)-1-benzyloxy-3,7-dimethyl-2,6-octadiene 
• 200397-77-9 C₁₇H₂₃⁽²⁾HO₂ 
• 360042-97-3 (2Z,6E)-(1,1-2H₂)-8-benzyloxy-2,6-dimethyl-2,6-octadien-1-yl diethyl phosphate 

Relevant academic research and scientific papers

Stereochemical disposition of the geminal dimethyl groups in the enzymatic cyclization of geranyl diphosphate to (+)-bornyl diphosphate by recombinant (+)-bornyl diphosphate synthase from Salvia officinalis

Regiospecifically deuterated geranyl diphosphate, in concert with NMR spectrometry, was employed to demonstrate that the trans-methyl group (C8) of geranyl diphosphate becomes the C9 carbon of (+)-bornyl diphosphate (geminal methyl syn to the diphosphate moiety) and that the cis-methyl group (C9) becomes the C8 (geminal methyl anti to the diphosphate). The syntheses of the relevant substrates and products, with accompanying spectrometric data are provided.

Stereochemistry of the methyl→methylene elimination in the enzyme-catalysed cyclization of geranyl diphosphate to (4S)-limonene

The cyclization of (R)-[9-2H1,3H1]geranyl diphosphate catalysed by a recombinant form of (4S)-limonene synthase from spearmint leaf (Mentha spicata) is terminated predominantly by re-facial, anti proton eliminat