439098-07-4

Basic information

• Product Name: (1R,3R,4S)-menthyl (1R*,2S*,6S*)-5-(2-acetoxyethyl)-3-[(E)-2-(methoxycarbonyl)vinyl]-1,2,5,6-tetrahydro-2,6-methano[1,4]diazocino[1,2-a]indole-1-carboxylate
• Synonyms: (1R,3R,4S)-menthyl (1R*,2S*,6S*)-5-(2-acetoxyethyl)-3-[(E)-2-(methoxycarbonyl)vinyl]-1,2,5,6-tetrahydro-2,6-methano[1,4]diazocino[1,2-a]indole-1-carboxylate
• CAS NO: 439098-07-4
• Molecular Weight: 562.706
• Mol File: 439098-07-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1R,3R,4S)-menthyl (1R*,2S*,6S*)-5-(2-acetoxyethyl)-3-[(E)-2-(methoxycarbonyl)vinyl]-1,2,5,6-tetrahydro-2,6-methano[1,4]diazocino[1,2-a]indole-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,3R,4S)-menthyl (1R*,2S*,6S*)-5-(2-acetoxyethyl)-3-[(E)-2-(methoxycarbonyl)vinyl]-1,2,5,6-tetrahydro-2,6-methano[1,4]diazocino[1,2-a]indole-1-carboxylate(439098-07-4)
• EPA Substance Registry System: (1R,3R,4S)-menthyl (1R*,2S*,6S*)-5-(2-acetoxyethyl)-3-[(E)-2-(methoxycarbonyl)vinyl]-1,2,5,6-tetrahydro-2,6-methano[1,4]diazocino[1,2-a]indole-1-carboxylate(439098-07-4)

Safety Data

• Hazardous Substances Data: 439098-07-4(Hazardous Substances Data)

Upstream product

• 438620-29-2 (1R,3R,4S)-menthyl 1-indoleacetate 
• 2216-51-5 (-)-menthol 
• 24297-59-4 1-indolylacetic acid 

Relevant articles and documents

Addition of chiral enolates to N-alkyl-3-acylpyridinium salts. Total synthesis of (+)-16-epivinoxine and (-)-vinoxine

Chiral enolates of indolylacetyl derivatives 6a-f undergo addition to pyridinium salt 7 with complete trans-selectivity and varied diastereofacial selectivities to give, after acid-induced cyclization of the intermediate 1,4-dihydropyridines, the vinoxine-related tetracycles 8a-f. Starting from (S)-prolinol indolylacetamide 6e, subsequent elaboration of the ethylidene substituent from tetracycle 8e and removal of the chiral auxiliary has resulted in a straightforward synthesis of (+)-16-epivinoxine and (-)-vinoxine.