442202-22-4

Basic information

• Product Name: dimethyl (2R,3S,6S)-(+)-6-(tert-butyldiphenylsilyloxymethyl)-3-vinyl-piperidine-1,2-dicarboxylate
• Synonyms: dimethyl (2R,3S,6S)-(+)-6-(tert-butyldiphenylsilyloxymethyl)-3-vinyl-piperidine-1,2-dicarboxylate
• CAS NO: 442202-22-4
• Molecular Weight: 495.691
• Mol File: 442202-22-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: dimethyl (2R,3S,6S)-(+)-6-(tert-butyldiphenylsilyloxymethyl)-3-vinyl-piperidine-1,2-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl (2R,3S,6S)-(+)-6-(tert-butyldiphenylsilyloxymethyl)-3-vinyl-piperidine-1,2-dicarboxylate(442202-22-4)
• EPA Substance Registry System: dimethyl (2R,3S,6S)-(+)-6-(tert-butyldiphenylsilyloxymethyl)-3-vinyl-piperidine-1,2-dicarboxylate(442202-22-4)

Safety Data

• Hazardous Substances Data: 442202-22-4(Hazardous Substances Data)

Upstream product

• 917-57-7 vinyllithium 
• 442202-05-3 dimethyl (S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-5,6-dihydro-4H-pyridine-1,2-dicarboxylate 
• 442202-21-3 methyl (6S)-(-)-2-(tert-butyldiphenylsilyloxymethyl)-6-trifluoromethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylate 
• 1112-56-7 tetravinyltin (IV) 
• 209257-75-0 (S)-6-((tert-butyldiphenylsilyloxy)methyl)piperidin-2-one 

Downstream Products

• 442202-06-4 methyl (2R,3S,6S)-(+)-6-(tert-butyldiphenylsilyloxymethyl)-2-hydroxymethyl-3-vinylpiperidine-1-carboxylate 
• 442202-09-7 dimethyl (2S,3R,5R,6S)-(-)-5-ethyl-6-propyl-3-vinylpiperidine-1,2-dicarboxylate 
• 442202-23-5 methyl (2S,3S,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-2-propenyl-3-vinylpiperidine-1-carboxylate 
• 1026511-23-8 (2R,3S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2-ethoxycarbonyloxycarbonyl-3-vinyl-piperidine-1-carboxylic acid methyl ester 
• 460054-05-1 methyl (2S,3S,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-2-{(methoxy-methylcarbamoyl)methyl}-3-vinylpiperidine-1-carboxylate 
• 460054-20-0 methyl (2S,4aR,5S,8aS)-(-)-2-(tert-butyldiphenylsilyloxymethyl)-5-methyl-7-oxo-octahydroquinoline-1-carboxylate 
• 460054-25-5 methyl (2S,4aS,8aS)-(-)-2-(tert-butyldiphenylsilyloxymethyl)-5-methyl-7-oxo-3,4,4a,7,8,8a-hexahydro-2H-quinoline-1-carboxylate 
• 460054-07-3 methyl (2S,3S,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-2-(2-oxopropyl)-3-vinylpiperidine-1-carboxylate 
• 460054-03-9 methyl (2S,3S,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-2-{(methoxy-carbonyl)methyl}-3-vinylpiperidine-1-carboxylate 
• 460054-09-5 methyl (2S,3R,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-3-formyl-2-(2-oxopropyl)piperidine-1-carboxylate 
• 460054-11-9 methyl (2S,4aR,8aS)-(-)-2-(tert-butyldiphenylsilyloxymethyl)-7-oxo-3,4,4a,8,8a-hexahydro-2H-quinoline-1-carboxylate 

Relevant articles and documents

Stereodivergent synthesis of the 2,3,5,6-tetrasubstituted piperidine ring system: An application to the synthesis of alkaloids

Stereodivergent synthesis of the 2,3,5,6-tetrasubstituted piperidine ring system has been achieved by sequential stereocontrolled Michael-type conjugate addition reaction of appropriate enaminoesters. This methodology has been applied to the total synthes

Stereodivergent process for the synthesis of the decahydroquinoline type of dendrobatid alkaloids

A flexible and stereodivergent synthesis of the cis- and trans-fused 2,5-disubstituted octahydroquinolinone ring systems bearing all four stereogenic centers for the synthesis of the decahydroquinoline type of dendrobatid alkaloids has been achieved. The strategy involves stereoselective and stereodivergent construction of 2,3,6-trisubstituted piperidine ring systems using the Michael type of conjugate addition reaction to the enaminoesters 1 and 3, the intramolecular aldol type of cyclization reaction of keto aldehydes 11 and 12, and ring-closing metathesis of 21 as key steps.