250589-63-0

Basic information

• Product Name: (2S,3R)-tert-butyl 3-hydroxy-2-phenylpiperidine-1-carboxylic acid
• Synonyms: (2S,3R)-tert-butyl 3-hydroxy-2-phenylpiperidine-1-carboxylic acid
• CAS NO: 250589-63-0
• Molecular Weight: 277.364
• Mol File: 250589-63-0.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: (2S,3R)-tert-butyl 3-hydroxy-2-phenylpiperidine-1-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R)-tert-butyl 3-hydroxy-2-phenylpiperidine-1-carboxylic acid(250589-63-0)
• EPA Substance Registry System: (2S,3R)-tert-butyl 3-hydroxy-2-phenylpiperidine-1-carboxylic acid(250589-63-0)

Safety Data

• Hazardous Substances Data: 250589-63-0(Hazardous Substances Data)

Upstream product

• 250589-64-1 (2S)-1-benzyl-3-hydroxy-2-phenylpiperidin 
• 24424-99-5 di-tert-butyl dicarbonate 
• 100-58-3 phenylmagnesium bromide 
• 171288-08-7 6-phenyl-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 148701-41-1 3,6-diketo-2-phenylpiperidine 

Downstream Products

• 562817-60-1 (2S,3S)-1-(tert-butyloxycarbonyl)-2-phenyl-3-[(3,5)-bis(trifluoromethyl)benzyloxy]piperidine 
• 187679-58-9 (2S,3S)-3-Amino-1-tert-butoxycarbonyl-2-phenylpiperidine 
• 145742-28-5 (2S,3S)-3-(2-methoxy-5-trifluoromethoxybenzyl)-amino-2-phenylpiperidine 
• 500021-58-9 tert-butyl (2S,3S)-3-{[2-methoxy-5-(trifluoromethoxy)benzyl]amino}-2-phenyl-1-piperidinecarboxylate 
• 148700-85-0 L 733060 
• 187679-57-8 tert-butyl (2S,3S)-3-({[2-(methyloxy)phenyl]methyl}amino)-2-phenylpiperidinecarboxylate 
• 136982-36-0 (2S,3S)-3-(2-methoxybenzylamino)-2-phenylpiperidine 
• 148700-84-9 (2R,3R)-3-(3,5-bis(trifluoromethyl)benzyloxy)-2-phenylpiperidine 
• 1227248-38-5 C₂₅H₂₇F₆NO₃ 
• 148701-46-6 cis-(3S)-hydroxy-(2S)-phenylpiperidine 
• 159249-47-5 tert-butyl (2S,3S)-3-hydroxy-2-phenylpiperidine-1-carboxylate 
• 191669-62-2 (S)-tert-butyl 3-carbonyl-2-phenylpiperidine-1-carboxylic acid 

Relevant articles and documents

Stereoconvergent synthesis of N-Boc-(2R,3S)-3-hydroxy-2-phenylpiperidine

The stereoconvergent synthesis of N-Boc-(2R,3S)-3-hydroxy-2-phenylpiperidine from (R)-1-(2-((tert-butyldimethylsilyl)oxy)-1-phenylethyl)piperidin-2-one is described. The key steps involved are α-hydroxylation of quiral lactam with O2, stereoconvergent reduction of (R)- or (S)-3-(benzyloxy)-piperidin-2-one with Red-Al which afforded in both cases the trans-bicyclic oxazolidine in high stereoselectivity after chromatographic purification and a stereospecific Grignard addition to chiral bicyclic oxazolidine.

Synthesis of 2-Arylpiperidines via pd-catalyzed arylation of aza-Achmatowicz rearrangement products with arylboronic acids

The first Pd-catalyzed arylation of aza-Achmatowicz rearrangement products with arylboronic acids is achieved, providing versatile 2-Aryldihydropyridinones for facile synthesis of highly functionalized 2-Arylpiperidines. Key to this arylation is the use of non-phosphine-ligand palladium precatalyst. The substrate scope is demonstrated with >26 examples, and the utility of 2-Aryldihydropyridinones is illustrated by the synthesis of a small collection of 2-Arylpiperidines with substituents or functional groups at any carbon (C2-C6) as well as two NK1 receptor antagonists (+)-CP-999,94 and (+)-L-733,060.

Preparation method of chiral ortho-amino alcohol intermediates, antagonists and analogues of antagonists

The invention belongs to the field of chemical synthesis, relates to a preparation method of chiral ortho-amino alcohols and antagonists, and particularly relates to a preparation method of chiral ortho-amino alcohols and antagonists CP-122, 721 and L-733