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(RS,SC)-1-(phenylsulfinyl)-2-propanol is a chiral organic compound with the molecular formula C9H12OS. It features a chiral center at the carbon atom bearing the hydroxyl group, resulting in two enantiomers. The compound consists of a phenylsulfinyl group attached to a 2-propanol backbone, with the phenyl group being in the R configuration relative to the sulfur atom and the hydroxyl group being in the S configuration relative to the carbon chain. This specific arrangement of atoms gives the compound its unique properties and reactivity. It is an important intermediate in the synthesis of various pharmaceuticals and agrochemicals, particularly those involving chiral centers, due to its ability to introduce chirality into target molecules.

64305-14-2

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64305-14-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 64305-14-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,4,3,0 and 5 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 64305-14:
(7*6)+(6*4)+(5*3)+(4*0)+(3*5)+(2*1)+(1*4)=102
102 % 10 = 2
So 64305-14-2 is a valid CAS Registry Number.

64305-14-2Relevant academic research and scientific papers

A chemo-enzymatic synthesis of chiral secondary alcohols bearing sulfur-containing functionality

Chen, Qihui,Wang, Ke,Yuan, Chengye

experimental part, p. 972 - 975 (2010/08/21)

A facile method for the preparation of chiral secondary alcohols bearing a sulfur-containing functionality using a chemo-enzymatic approach is described, with the aid of baker's yeast and Candida Antarctica lipase B. A complete set of four stereoisomers o

Formation of single diastereomers of β-hydroxy-sulfoxides by biotransformation of β-ketosulfides using Helminthosporium species NRRL 4671

Holland, Herbert L.,Ihasz, Nancy,Lounsbery, Brendan J.

, p. 640 - 642 (2007/10/03)

Single biotransformations of 1-(phenylthio)-2-propanone and 1-(p-methoxyphenylthio)-2-propanone by the fungus Helminthosporium species NRRL 4671 resulted in both sulfur oxidation to the sulfoxide and carbonyl reduction to the alcohol. The corresponding (SS,SC)-1-sulfinyl-2-propanols were obtained as single diastereomers following simple crystallization.

Humicola lanuginosa lipase-catalyzed enantioselective resolution of β-hydroxy sulfides: Versatile synthons for enantiopure β-hydroxy sulfoxides

Singh, Satwinder,Kumar, Subodh,Chimni, Swapandeep Singh

, p. 2457 - 2462 (2007/10/03)

Humicola lanuginosa lipase-catalyzed acylation of β-hydroxy sulfides provides both the (R)- and (S)-enantiomers in high enantiomeric purity. In two cases the resolved hydroxy sulfides were oxidized to give β-hydroxy sulfoxides in >99% e.e. The effect of substituents on enantioselectivity is discussed.

Effect of Intramolecular Chelation on Configurational Interconversion of Sulphur-stabilized Carbanions

Tanikaga, Rikuhei,Hamamura, Kazumasa,Hosoya, Ken,Kaji, Aritsune

, p. 817 - 818 (2007/10/02)

Sulphur-stabilized carbanions R1R2-SO undergo configurational interconversion, which is affected by intramolecular chelation and the bulk of R.

Switching of the Direction of Enzyme-Mediated Oxidation and Reduction of Sulfur-Substituted 2-Propanols and 2-Propanones

Ohta, Hiromichi,Kato, Yasuo,Tsuchihashi, Gen-ichi

, p. 2735 - 2739 (2007/10/02)

Incubation of 1-(phenylsulfenyl)-2-propanone with Corynebacterium equi IFO 3730 grown on hexadecane at pH 6.5 afforded the corresponding 1-substituted S propanols. 1-(Phenylsulfinyl)-2-propanone was also reduced by the microorganism, the product being aff

DIASTEREOSELECTIVE α-ALKYLATION OF β-HYDROXY SULFOXIDES AND ITS APPLICATION TO THE SYNTHESIS OF (+)- AND (-)-DISPARLURE

Sato, Toshio,Itoh, Takatoshi,Fujisawa, Tamotsu

, p. 5677 - 5680 (2007/10/02)

α-Alkylation of the dianions of β-hydroxy sulfoxides proceeds with high 1,2-asymmetric induction to give threo-α-alkyl-β-hydroxy sulfoxides.The utility of the present reaction was demonstrated in the asymmetric synthesis of (+)- and (-)-cis-7,8-epoxy-2-methyloctadecanes (disparlure).

pH DEPENDENT OXIDATION-REDUCTION OF 1-BENZENESULFENYL-2-PROPANONE AND ITS OXIDES BY A MICROORGANISM

Ohta, Hiromichi,Kato, Yasuo,Tsuchihashi, Gen-ichi

, p. 581 - 584 (2007/10/02)

Incubation of 1-benzenesulfenyl-2-propanone with Corynebacterium equi IFO 3730 in a weakly acidic medium afforded (S)-1-benzenesulfenyl-2-propanol.On the contrary, when the cultivation was carried out at pH 8 with the same bacterium, only the (S)-alcohol

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