86117-01-3

Upstream product

• 123185-93-3 (3R,5R)-3,5-Dihydroxy-7-phenyl-heptanoic acid 
• 155052-28-1 (R)-isopropyl 5-hydroxy-7-phenyl-3-oxoheptanoate 
• 936716-31-3 ethyl (3R,5R)-3,5-dihydroxy-7-phenylheptanoate 
• 104-53-0 3-phenyl-propionaldehyde 
• 118845-88-8 cis-2,2-dimethyl-6-(2-phenylethenyl)-1,3-dioxane-4-acetic acid 
• 119146-86-0 (4R,6R)-1,4,6-Tris-(tert-butyl-dimethyl-silanyloxy)-cycloheptene 
• 111466-32-1 (2S,3R)-4-t-butyldimethylsilyloxy-2,3-epoxy-pentan-1-ol 
• 111392-98-4 (S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol 
• 35166-78-0 cyclohexylmethyl magnesium bromide 
• 1256729-22-2 C₂₅H₄₆O₄Si₂ 
• 1256729-18-6 tert-butyldimethyl(((R)-1-((R)-oxiran-2-yl)-4-phenylbutan-2-yl)oxy)silane 
• 60340-28-5 1-phenylhex-5-en-3-ol 
• 91285-69-7 (3S,5R)-7-Phenyl-heptane-1,3,5-triol 
• 182417-58-9 (R)-3-hydroxy-5-phenyl-pentanoic acid ethyl ester 

Downstream Products

• 91285-72-2 (4S,6R)-4-(2-hydroxyethyl)-6-(2-phenylethyl)-2,2-dimethyl-1,3-dioxane 
• 91285-71-1 tert-Butyl-[2-((4S,6R)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-ethoxy]-diphenyl-silane 

Relevant academic research and scientific papers

Asymmetric synthesis of (6R)-4-hydroxy-6-substituted-δ-lactones

A novel approach for the asymmetric synthesis of (6R)-4-hydroxy-6-substituted-δ-lactones has been achieved using asymmetric reduction of a prochiral ketone in the presence of (S)-(?)-diphenyl-prolinol/borane as a key step. The enantiomeric purity of the products was determined by chiral GC.

Co-catalyzed two-stereocentered hydrolytic kinetic resolution: Application to the synthesis of yashabushidiols A and B and the lactone unit of compactin and mevinolin

A short and efficient enantioselective synthesis of yashabushidiols A and B and the β-hydroxy-δ-lactone moiety of compactin and mevinolin with high enantiomeric purity (98% ee) is described starting from commercially available materials. The strategy mainly comprises of iodine-induced intramolecular electrophilic addition of a carbonate occurring in a highly diastereoselective fashion and the Co-catalyzed two-stereocentered hydrolytic kinetic resolution of a functionalized epoxide as the chiral inducing step.

Concise stereoselective total synthesis of (4 R, 6 R)-lactone moiety analog of mevinoline and compactin

A simple and highly efficient synthetic route has been developed for analogue of HMGCo A reductase inhibitor (1). The strategy utilizes S-Corey-Bakshi-Shibata (CBS) reduction, FeCl3-catalyzed C-H insertion of ethyl diazoacetate.

Enantioselective synthesis of (+)-(S)-7,8-dihydrokavain and (4R,6R)-4-hydroxy-6-(2-phenylethyl)tetrahydro-2H-pyran-2-one, lactone analog of compactin and mevinolin

A simple and efficient asymmetric synthesis was performed of (+)-(S)-7,8-dihydrokanian and (4R,6R)-4-hydroxy-6-(2-phenylethyl)tetrahydro-2H- pyran-2-one involving Keck allylation in the key stage of building up the carbon scaffold of the target molecules.

An organocatalytic route to the synthesis of lactone moiety of compactin and mevinolin

An efficient synthesis of lactone moiety of compactin has been achieved. The stereogenic centers were generated by means of iterative proline-catalyzed sequential α-aminoxylation and Horner-Wadsworth-Emmons (HWE) olefination of aldehydes.

Total synthesis of a mevinic acid analog

Total synthesis of mevinic acid analog 1 has been achieved efficiently starting from chiral 2,3-O-isopropylidene-D-glyceraldehyde (2). The synthesis involves Mitsunobu reaction and Evans' intramolecular oxa-Michael syn-addition reactions as key steps. Cop

Stereoselective synthesis of a mevinic acid analogue

An efficient and versatile synthetic method for the stereoselective synthesis of a mevinic acid analogue is described. This approach uses a combination of a Cosford protocol with a catecholborane-mediated stereoselective reduction of acyclic P-hydroxy ket

Asymmetric allylboration for the synthesis of β-hydroxy-δ-lactone unit of statin drug analogs

Acrylic esters of homoallylic alcohols prepared in 92-96% ee via the asymmetric allylboration of appropriate aldehydes with B-allyldiisopinocampheylborane, upon ring-closing metathesis in the presence of 10mol% of Grabbs' catalyst provided the correspondi

Method for preparing (+) compactin and (+) mevinolin analog compounds having a β-hydroxy-δ-lactone grouping

A novel method for preparing (+)compactin and (+)mevinolin analog compounds having a β-hydroxy-δ-lactone grouping is disclosed. The method for preparing said compounds uses novel reaction intermediates. Said reaction intermediates and the respective metho

Enantioselective allyltitanation. Application to the synthesis of lactone units related to compactin and mevinolin

The enantioselective convergent synthesis of two different models of the lactone units of compactin and mevinolin was achieved using two consecutive enantioselective allyltitanations of aldehydes.