153221-16-0

Basic information

• Product Name: (R)-3-(dimethylphenylsilyl)-3-(phenyl)propanoic acid
• Synonyms: (R)-3-(dimethylphenylsilyl)-3-(phenyl)propanoic acid
• CAS NO: 153221-16-0
• Molecular Weight: 284.43
• Mol File: 153221-16-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (R)-3-(dimethylphenylsilyl)-3-(phenyl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-(dimethylphenylsilyl)-3-(phenyl)propanoic acid(153221-16-0)
• EPA Substance Registry System: (R)-3-(dimethylphenylsilyl)-3-(phenyl)propanoic acid(153221-16-0)

Safety Data

• Hazardous Substances Data: 153221-16-0(Hazardous Substances Data)

Upstream product

• 148003-99-0 benzyl (3RS)-3-dimethyl(phenyl)silyl-3-phenylpropanoate 
• 169870-72-8 (5S,6R,7R,12S,2'E,2E)-5,12-Bis(3-phenylprop-2-enoyloxy)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecane 
• 17909-55-6 (α,α-dibromobenzyl)dimethylphenylsilane 
• 17938-20-4 dimethylphenyl(phenylmethyl)silane 
• 768-33-2 phenyldimethylsilyl chloride 
• 109053-73-8 (3aS,6R,7aR)-8,8-dimethyl-1-[(2E)-3-phenylprop-2-enoyl]hexahydro-3a,6-methano-2,1-benzisothiazole 2,2-dioxide 
• 3839-31-4 dimethyl(phenyl)silyllithium 
• 102-92-1 Cinnamoyl chloride 
• 98-88-4 benzoyl chloride 
• 17909-51-2 (dimethyl(phenyl)silyl)(phenyl)methanone 
• 1468-28-6 4-benzoylmorpholine 
• 889129-99-1 ethyl (Z)-3-(dimethyl(phenyl)silyl)-3-phenyl-2-propenoate 
• 889130-06-7 (R)-3-(dimethylphenylsilyl)-3-phenylpropanoic acid ethyl ester 
• 94286-44-9 3-dimethyl(phenyl)silyl-3-phenylpropan-1-ol 

Downstream Products

• 2768-42-5 (R)-3-phenyl-3-hydroxypropionic acid 
• 144452-46-0 β-Dimethylphenylsilyl-β-phenyl propanoyl chloride 

Relevant articles and documents

Enantioselective Synthesis of Chiral 3-Substituted-3-silylpropionic Esters via Rhodium/Bisphosphine-Thiourea-Catalyzed Asymmetric Hydrogenation

We have successfully developed the asymmetric hydrogenation of β-silyl-α,β-unsaturated esters to prepare chiral 3-substituted-3-silylpropionic ester products catalyzed by rhodium/bisphosphine-thiourea (ZhaoPhos) with excellent results (up to 97% yield, >99% ee, 1500 TON). Moreover, our hydrogenation products can be efficiently converted to other important organic molecules, such as chiral ethyl (R)-3-hydroxy-3-phenylpropanoate or (R)-3-[dimethyl(phenyl)silyl]-3-phenylpropanoic acid. (Figure presented.).

Diastereoselectivity in the Preparation of β-Silyl Esters from αβ-Unsaturated Esters and Amides Attachhed to Chiral Auxiliaries

The conjugate addition of the phenyldimethylsilyl-cuprate reagent to cinnamate and crotonate esters and amides 1 of various known chiral auxiliaries, a-e, is diastereoselective.The sense of diastereoselectivity of silyl-cuprate addition to the esters 1b-d, 8 and 9 is different from established precedent based on carbon-cuprates, but is normal for silyl-cuprate addition to the amide 1a, the imines 1e and 21, and the oxazolidine 6.The chiral auxiliary e gives the best results of those tested, and the silicon-containing group can be removed from the chiral auxiliary using alkoxide ion in aprotic media, making available β-silyl esters 27-29 of high enantiomeric excess, with recovery of the chiral auxiliary 30.

Asymmetric 1,4-Addition of Higher Order Silylcuprates to Oppolzer's N-Enoyl Sultams

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