187324-70-5

Basic information

• Product Name: (1'R)-phenyl-(2'S)-[(phenylmethyl)[(2,4,6-trimethylphenyl)sulfonyl]amino]-propyl (3R)-hydroxy-(2R),4-dimethylpentanoate
• Synonyms: (1'R)-phenyl-(2'S)-[(phenylmethyl)[(2,4,6-trimethylphenyl)sulfonyl]amino]-propyl (3R)-hydroxy-(2R),4-dimethylpentanoate
• CAS NO: 187324-70-5
• Molecular Weight: 551.747
• Mol File: 187324-70-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (1'R)-phenyl-(2'S)-[(phenylmethyl)[(2,4,6-trimethylphenyl)sulfonyl]amino]-propyl (3R)-hydroxy-(2R),4-dimethylpentanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (1'R)-phenyl-(2'S)-[(phenylmethyl)[(2,4,6-trimethylphenyl)sulfonyl]amino]-propyl (3R)-hydroxy-(2R),4-dimethylpentanoate(187324-70-5)
• EPA Substance Registry System: (1'R)-phenyl-(2'S)-[(phenylmethyl)[(2,4,6-trimethylphenyl)sulfonyl]amino]-propyl (3R)-hydroxy-(2R),4-dimethylpentanoate(187324-70-5)

Safety Data

• Hazardous Substances Data: 187324-70-5(Hazardous Substances Data)

Upstream product

• 78-84-2 isobutyraldehyde 
• 187324-66-9 (1R,2S)-2-(N-benzyl-N-mesitylenesulfonyl)amino-1-phenyl-1-propyl propionate 
• 773-64-8 2-mesitylenesulphonyl chloride 
• 187324-63-6 (1R,2S)-2-[N-benzyl-N-(mesitylenesulfonyl)amino]-1-phenyl-1-propanol 
• 108530-02-5 (1R,2S)-2-(N-mesitylenesulfonyl)amino-1-phenyl-1-propanol 
• 492-41-1 (1R,2S)-norephedrine 

Downstream Products

• 97906-32-6 (2S,3R)-2,4-dimethyl-1,3-pentanediol 
• 187324-63-6 (1R,2S)-2-[N-benzyl-N-(mesitylenesulfonyl)amino]-1-phenyl-1-propanol 

Relevant articles and documents

Boron-mediated aldol reaction of carboxylic esters: Complementary anti- and syn-selective asymmetric aldol reactions

The boron-mediated aldol reaction of carboxylic esters is described in detail. Contrary to the general belief that carboxylic esters are inert under the condition of the boron enolate formation, propionate esters are enolized with certain combinations of a boron triflate and an amine. More importantly, the stereochemical course of the aldol reaction can be controlled by the judicious selection of the enolization reagents. Treatment of propionate esters with c-Hex2BOTf and triethylamine produces anti-aldol products, and that with Bu2BOTf and diisopropylethylamine gives syn-aldol products selectively after reaction with aldehydes. Complementary anti- and syn-selective asymmetric aldol reactions with structurally related, readily available chiral norephedrine-derived propionate esters are developed.

The anti-selective boron-mediated asymmetric aldol reaction of carboxylic esters

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