159249-47-5

Basic information

• Product Name: 1-Piperidinecarboxylic acid, 3-hydroxy-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)-
• CAS NO: 159249-47-5
• Molecular Formula: C16H23NO3
• Molecular Weight: 277.364
• Mol File: 159249-47-5.mol
• Article Data: 28

Chemical Properties

• CAS DataBase Reference: 1-Piperidinecarboxylic acid, 3-hydroxy-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Piperidinecarboxylic acid, 3-hydroxy-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)-(159249-47-5)
• EPA Substance Registry System: 1-Piperidinecarboxylic acid, 3-hydroxy-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)-(159249-47-5)

Safety Data

• Hazardous Substances Data: 159249-47-5(Hazardous Substances Data)

Upstream product

• 536-74-3 phenylacetylene 
• 757195-54-3 tert-butyl (1S,2S)-2-(tert-butyldimethylsilyloxy)-5-hydroxy-1-phenylpentylcarbamate 
• 757195-53-2 tert-butyl (1S,2S)-2-(tert-butyldimethylsilyloxy)-1-phenylpent-4-enylcarbamate 
• 2935-35-5 (S)-2-phenylglycine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 654639-86-8 Benzoic acid (S)-1-((S)-tert-butoxycarbonylamino-phenyl-methyl)-allyl ester 
• 136693-03-3 (+)-1,1-dimethylethyl (N-((1S,2S)-2-hydroxy-1-phenyl-3-butenyl)amino)methanoate 
• 928338-63-0 3-benzoyloxy-2-phenyl-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 116911-14-9 (2S,3S)-3-azido-3-phenyl-propane-1,2-diol 
• 98819-68-2 3-phenyl-(2R,3R)-oxiran-2-ylmethanol 
• 944324-81-6 (2R)-2-[(S)-azido(phenyl)methyl]oxirane 
• 1026155-30-5 (2S,3S)-3-azido-2-((methylsulfonyl)oxy)-3-phenylpropyl pivalate 
• 1026002-35-6 C₁₇H₂₇NOSi 

Downstream Products

• 191669-62-2 (S)-tert-butyl 3-carbonyl-2-phenylpiperidine-1-carboxylic acid 
• 148701-78-4 tert-butyl 3-oxo-2-phenylpiperidine-1-carboxylate 
• 200952-78-9 (5R,6S)-3-(2-Methoxy-5-trifluoromethoxy-phenyl)-6-phenyl-1-oxa-7-aza-spiro[4.5]dec-3-ene-7-carboxylic acid tert-butyl ester 
• 507274-26-2 (5R,6S)-3-[2-Methoxy-5-(5-trifluoromethyl-tetrazol-1-yl)-phenyl]-6-phenyl-1-oxa-7-aza-spiro[4.5]dec-3-ene 
• 200956-08-7 (5R,6S)-6-Phenyl-3-trifluoromethanesulfonyloxy-1-oxa-7-aza-spiro[4.5]dec-3-ene-7-carboxylic acid tert-butyl ester 
• 200956-05-4 (2S,3R)-1-tert-butoxycarbonyl-3-hydroxy-3-(2-methylene-3-phenoxypropyl)-2-phenylpiperidine 
• 200952-81-4 (5R,6S)-3-(2-Methoxy-5-trifluoromethoxy-phenyl)-6-phenyl-1-oxa-7-aza-spiro[4.5]dec-3-ene 
• 200953-43-1 (5R,6S)-3-(2-Methoxy-phenyl)-6-phenyl-1-oxa-7-aza-spiro[4.5]dec-3-ene-7-carboxylic acid tert-butyl ester 
• 200956-06-5 (5R,6S)-3-Methylene-6-phenyl-1-oxa-7-aza-spiro[4.5]decane-7-carboxylic acid tert-butyl ester 
• 200956-07-6 (5R,6S)-3-Oxo-6-phenyl-1-oxa-7-aza-spiro[4.5]decane-7-carboxylic acid tert-butyl ester 
• 200953-44-2 (5R,6S)-3-(2-Methoxy-phenyl)-6-phenyl-1-oxa-7-aza-spiro[4.5]dec-3-ene 
• 507274-27-3 (3S,5R,6S)-3,6-Diphenyl-1-oxa-7-aza-spiro[4.5]decane 
• 562817-62-3 C₁₈H₂₄N₂O₄ 
• 562817-61-2 (S)-1-(tert-butoxycarbonyl)-2-phenyl-3-piperidone oxime 

Relevant articles and documents

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.

Divergent syntheses of L-733, 060 and CP-122721 from functionalized pieridinones made by one-pot tandem cyclization

An efficient diastereoselective approach to access trans-5-hydroxy-6-substituted 2-piperidinones skeleton has been developed through one-pot intramolecular tandem process of O-benzyl protected aldimine 11 with Grignard reagents. The diastereoselectivity of substitution at C-6 position of 2-piperidinone was controlled by α-benzyloxy group. In addition, the utility of this straightforward cascade process is demonstrated by the asymmetric syntheses of (+)-L-733, 060 (2) and its 2-substituted analogue 3, as well as (+)-CP-122721 (5).

Concise enantioselective syntheses of (+)-L-733,060 and (2 S,3 S)-3-hydroxypipecolic acid by cobalt(III)(salen)-catalyzed two-stereocenter hydrolytic kinetic resolution of racemic azido epoxides

An efficient synthesis of the 2,3-disubstituted piperidines (+)-L-733,060 and (2S,3S)-3-hydroxypipecolic acid (≥99% ee) in high optical purity from commercially available starting materials is described. The strategy involves a cobalt-catalyzed hydrolytic