161807-42-7

Basic information

• Product Name: (+)-(2E,4R,5R)-2,3-dihydroxyhex-2-enyl benzoate
• Synonyms: (+)-(2E,4R,5R)-2,3-dihydroxyhex-2-enyl benzoate
• CAS NO: 161807-42-7
• Molecular Weight: 236.268
• Mol File: 161807-42-7.mol

Chemical Properties

• CAS DataBase Reference: (+)-(2E,4R,5R)-2,3-dihydroxyhex-2-enyl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(2E,4R,5R)-2,3-dihydroxyhex-2-enyl benzoate(161807-42-7)
• EPA Substance Registry System: (+)-(2E,4R,5R)-2,3-dihydroxyhex-2-enyl benzoate(161807-42-7)

Safety Data

• Hazardous Substances Data: 161807-42-7(Hazardous Substances Data)

Upstream product

• 161807-32-5 (2E,4E)-hexa-2,4-dien-1-yl benzoate 
• 17102-64-6 Sorbyl alcohol 
• 98-88-4 benzoyl chloride 

Downstream Products

• 176098-24-1 (+)-(2E,4R,5R)-4,5-epoxyhex-2-en-1-ol 
• 288574-49-2 Benzoic acid (2R,3S,4S,5R)-4-hydroxy-3-iodo-5-methyl-tetrahydro-furan-2-ylmethyl ester 
• 288574-50-5 4-Nitro-benzoic acid (2R,3S,5S)-5-benzoyloxymethyl-2-methyl-tetrahydro-furan-3-yl ester 
• 288581-02-2 Benzoic acid (2S,4R,5R)-4-hydroxy-5-methyl-tetrahydro-furan-2-ylmethyl ester 

Relevant articles and documents

Stereocontrolled preparation of stereocomplementary regioisomeric tricarbonyliron complexes in enantiopure form

The use of ultrasound to form ferralactone complexes from an enantiomerically pure allylic epoxide with an adjacent hydroxymethyl substituent affords a pair of stereocomplementary isomers that offer a regioconvergent route to the same chiral pentadienyliron complex. The enantiomeric purity, CD properties, and absolute configurations of intermediate η4-diene complexes are reported, and X-ray diffraction analysis of a pair of rearranged ferralactone complexes establishes their relative stereochemistries, and confirms their absolute stereochemistries. (C) 2000 Elsevier Science Ltd.

A brief synthesis of the Aplasmomycin tetrahydrofuran

A highly stereoselective iodocyclisation of the 3-alkene-1,2-diol 9, derived from asymmetric dihydroxylation of the dienyl benzoate 8, gives the β-iodotetrahydrofuran 10 and thence the Aplasmomycin precursor 13, following deiodination and Mitsunobu inversion. (C) 2000 Elsevier Science Ltd.

Selective Asymmetric Dihyroxylation of Polyenes

The asymmetric dihydroxylation procedure (AD) is applied to a variety of polyenes.In many cases excellent regioselectivities are obtained.The observed selectivities are rationalized in terms of electronic and/or steric inherent to the substrate, superimposed on the substrate's favorable or unfavorable interactions with the binding pocket of the AD ligand.Surprisingly, for medium and large ring olefins with trans-double bonds outstanding enantioselectivities are realized using the pyrimidine ligands.A hexaol of D3 symmetry is prepared from all trans cyclodecatriene.