130115-07-0

Basic information

• Product Name: (R)-2-(t-butyldimethylsilyloxy)-2-phenylacetaldehyde
• Synonyms: (R)-2-(t-butyldimethylsilyloxy)-2-phenylacetaldehyde
• CAS NO: 130115-07-0
• Molecular Weight: 250.413
• Mol File: 130115-07-0.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: (R)-2-(t-butyldimethylsilyloxy)-2-phenylacetaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-(t-butyldimethylsilyloxy)-2-phenylacetaldehyde(130115-07-0)
• EPA Substance Registry System: (R)-2-(t-butyldimethylsilyloxy)-2-phenylacetaldehyde(130115-07-0)

Safety Data

• Hazardous Substances Data: 130115-07-0(Hazardous Substances Data)

Upstream product

• 120390-75-2 (R)-(+)-α-<(tert-butyldimethylsilyl)oxy>-benzeneacetonitrile 
• 100-52-7 benzaldehyde 
• 10020-96-9 (R)-Mandelonitrile 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 20698-91-3 (R)-methyl mandelate 
• 611-71-2 (R)-Mandelic Acid 
• 153293-97-1 ethyl (R)-2-(tert-butyldimethylsilyloxy)-2-phenylacetate 
• 124876-74-0 Methyl (R)-(-)-α-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-α-phenylacetate 
• 10606-72-1 (R)-mandelic acid ethyl ester 

Downstream Products

• 130115-16-1 [Bis-(4-methoxy-phenyl)-methyl]-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-eth-(E)-ylidene]-amine 
• 310435-49-5 (S_S,2R)-(+)-N-[(tert-butyldimethylsilyl)oxy]-2-phenylacetylidene-p-toluenesulfinamide 
• 310435-48-4 (R_S,2R)-(-)-N-[(tert-butyldimethylsilyl)oxy]-2-phenylacetylidene-p-toluenesulfinamide 
• 54910-89-3 (R)-fluoxetine 
• 105314-52-1 (R)-tomoxetine 
• 112066-67-8 (R)-N-methyl-3-(2-methoxyphenoxy)-3-phenyl-1-propanamine 
• 1453857-64-1 (S)-3-(tert-butyldimethylsilylyloxy)-3-phenylpropan-1-ol 
• 1453857-66-3 (S)-3-(tert-butyldimethylsilyloxy)-3-phenylpropyl methanesulfonate 
• 1453857-68-5 (S)-3-(tert-butyldimethylsilyloxy)-N-methyl-3-phenylpropan-1-amine 
• 114133-37-8 (S)-N-methyl-3-amino-1-phenyl-1-propanol 

Relevant articles and documents

Enantioselective Synthesis of the C23–C33 Fragment of Aetheramide A and Its C32 Epimer

The key aetheramide A intermediate with the natural (R,R,R) configuration along with the one having the unnatural (R,S,R) configuration was synthesized. The synthesis of both stereoisomers was accomplished by Suzuki coupling of two advanced chiral building blocks: (R,R)- and (R,S)-vinylboronates and an (R)-iodoalkene. The former was prepared from (R)-mandelic acid, and the latter was prepared by enantioselective allylation of 3-iodoacrylaldehyde.

Catalyst-Controlled Multicomponent Aziridination of Chiral Aldehydes

A highly diastereoselective and enantioselective method for the multicomponent aziridination of chiral aldehydes has been developed with BOROX catalysts of the VANOL (3,3′-diphenyl-2,2′-bi-1-naphthol) and VAPOL (2,2′-diphenyl-(4-biphenanthrol)) ligands. Very high to perfect catalyst control is observed with most all substrates examined including aldehydes with chiral centers in the α- and β-positions. High catalyst control was also observed for a number of chiral heterocyclic aldehydes allowing for the preparation of epoxy aziridines, bis(aziridines) and ethylene diaziridines. Application of this reaction in the synthesis of β3-homo-d-alloisoleucine and β3-homo-l-isoleucine is reported.

Concise stereoselective total synthesis of leiocarpin C

A simple and highly concise strategy has been developed for the stereoselective total synthesis of leiocarpin C starting from commercially available mandelic ester. The strategy utilizes the OsO4-catalyzed cis-hydroxylation and selective reduction with K-Selectride as key steps. Copyright