87678-65-7

Upstream product

• 87604-56-6 (2R,3S)-3-O-benzylheptane-1,2,3-triol 
• 124472-51-1 1,4-di-O-benzyl-octane-1,2,3,4-tetrol 
• 327-57-1 L-Norleucine 
• 100-44-7 benzyl chloride 
• 66-25-1 hexanal 
• 118535-69-6 [(S)-2-(1-Ethyl-1-methoxy-propyl)-pyrrolidin-1-yl]-hex-(Z)-ylidene-amine 
• 70267-26-4 (S)-2-hydroxyhexanoic acid 
• 106225-85-8 methyl (S)-(+)-2-hydroxyhexanoate 
• 110352-59-5 methyl (S)-2-benzyloxyhexanoate 
• 100-39-0 benzyl bromide 
• 87604-60-2 (S)-(+)-2-benzyloxyhexan-1-ol 
• 118535-90-3 [(S)-2-Benzyloxy-hex-(Z)-ylidene]-[(S)-2-(1-ethyl-1-methoxy-propyl)-pyrrolidin-1-yl]-amine 
• 87604-51-1 (R)-4-((S)-1-Benzyloxy-pentyl)-2,2-dimethyl-[1,3]dioxolane 

Downstream Products

• 139068-40-9 (+) methyl (5S,6S)-6-benzyloxy-5-hydroxy-3-oxodecanoate 
• 87604-60-2 (S)-(+)-2-benzyloxyhexan-1-ol 
• 141554-38-3 (S)-2-benzyloxyhexyl benzoate 
• 111828-42-3 ((R)-1-Phenyl-ethyl)-carbamic acid (S)-2-benzyloxy-hexyl ester 
• 90898-48-9 (6S,1'S)-(-)-6-(1'-benzyloxypentyl)-5,6-dihydro-4-methoxypyran-2-one 
• 6920-22-5 (2S)-hexane-1,2-diol 
• 141554-39-4 (6S,1'S)-6-(1'-benzyloxypentyl)-5,6-dihydropyran-2,4(3H)-dione 
• 34565-32-7 (S)-6-((S)-1-hydroxypentyl)-4-methoxy-5,6-dihydro-2H-pyran-2-one 

Relevant academic research and scientific papers

Divergent asymmetric total synthesis of all four pestalotin diastereomers from (R)-glycidol

All four chiral pestalotin diastereomers were synthesized in a straightforward and divergent manner from common (R)-glycidol. Catalytic asymmetric Mukaiyama aldol reactions of readily-available bis(TMSO)diene (Chan’s diene) with (S)-2-benzyloxyhexanal der

High Diastereoselection in the Aldol Reaction of the Bistrimethylsilyl Enol Ether of Methyl Acetoacetate with 2-Benzyloxyhexanal: Synthesis of (-)-Pestalotin

Aldol condensation of the bistrimethylsilyl enol ether of methyl acetoacetate, compound 2, with 2-benzyloxyhexanal 3c affords highly selectively (99:1) the syn-aldol adduct 4c in the presence of titanium tetrachloride.The stereocontrolled synthesis of (-)-pestalotin 7 has been achieved.

ENANTIOSELECTIVE SYNTHESIS OF PROTECTED α-HYDROXY ALDEHYDES AND KETONES VIA HYDROXYLATION OF METALATED CHIRAL HYDRAZONES

α-Benzyloxy aldehydes and α-acetoxy ketones 4 of high enantiomeric purity are prepared in good overall yields via oxaziridine mediated hydroxylation of chiral hydrazone azaenolates.As auxiliaries novel proline derived hydrazine reagents 5 are used.

TRANSFORMATION OF TARTARIC ACID: A FACILE SYNTHESIS OF DERIVATIVES OF OPTICALLY ACTIVE α-HYDRXYOALDEHYDES

Methods for synthesis of (R)- and (S)-2-benzyloxy- and 2-(t-butyldiphenylsilyloxy)-aldehydes from optically active tartaric acids are described.

Highly Diastereoselective Titanium Tetrachloride-mediated Aldol Condensation of the Bistrimethylsilyl Enol Ether of Acetoacetic Ester with 2-Benzyloxyhexanal. A Synthesis of (-)-Pestalotin

Titanium tetrachloride-mediated aldol condensation of the bistrimethylsilyl enol ether of methyl acetoacetate (1) with 2-benzyloxyhexanal (3) gives highly selectively (99:1) the syn aldol adduct (5); the stereocontrolled synthesis of (-)-pestalotin (9) ha

ON THE STERIC COURSE OF THE ADDITION OF SOME ORGANOMETALLIC REAGENTS TO (R)-2,3-ISOPROPYLIDENE GLYCERALDEHYDE. SYNTHESIS OF OPTICALLY ACTIVE α-BENZYLOXY ALDEHYDES, ALCOHOLS, CARBOXYLIC ACIDS AND 1,2-DIOLS.

Organo-titanium and organo-zinc reagents were added stereoselectively to (R)-2,3-isopropylidene glyceraldehyde (1) to give the alcohols 2/3, which were converted into the optically active derivatives 4-11.