58930-63-5

Upstream product

• 57457-02-0 cis-3α,4α-caranediol 
• 10395-46-7 (+)-3α,4β-caranediol 
• 10395-46-7 1S,3R,4S,6R-(+)-3β,4β-caranediol 
• 498-15-7 (+)-Δ³-carene 
• 936-02-7 2-Hydroxybenzoylhydrazine 
• 936-91-4 3-carene epoxide 
• 22556-08-7 trans-3,4-caranediol 

Downstream Products

• 910811-37-9 1-(3-(2,6-dimethyl-4-(3-oxo-3-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propyl)phenoxy)propyl)azetidine-3-carboxylic acid 
• 910811-17-5 1-(3-(2,6-dimethyl-4-(3-oxo-3-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propyl)phenoxy)-2-hydroxypropyl)azetidine-3-carboxylic acid 
• 910811-16-4 2-((3-(2,6-dimethyl-4-(3-oxo-3-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propyl)phenoxy)-2-hydroxypropyl)amino)acetic acid 
• 910812-46-3 1-(3-(2,6-dimethyl-4-(3-oxo-3-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propyl)phenoxy)propyl)azetidine-3-carboxylic acid 
• 910811-11-9 2-((3-(2,6-dimethyl-4-(3-oxo-3-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propyl)phenoxy)propyl)amino)acetic acid 
• 910811-14-2 3-(4-(3-((2-hydroxyethyl)amino)propoxy)-3,5-dimethylphenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propan-1-one 
• 910811-10-8 3-(4-(3-((2-hydroxyethyl)amino)propoxy)-3,5-dimethylphenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propan-1-one 
• 910812-30-5 3-(3,5-dimethyl-4-(3-(methylamino)propoxy)phenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propan-1-one 
• 910812-29-2 3-(4-(3-aminopropoxy)-3,5-dimethylphenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propan-1-one 
• 910811-05-1 3-(4-(2-(dimethylamino)ethoxy)-3,5-dimethylphenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propan-1-one 
• 910811-06-2 3-(4-(2-((2-hydroxyethyl)amino)ethoxy)-3,5-dimethylphenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propan-1-one 
• 910811-04-0 3-(3,5-dimethyl-4-(2-(methylamino)ethoxy)phenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propan-1-one 
• 910814-45-8 2-(2,6-dimethyl-4-(3-oxo-3-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propyl)phenoxy)ethyl methanesulfonate 
• 910812-16-7 3-(4-(2-aminoethoxy)-3,5-dimethylphenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propan-1-one 

Relevant academic research and scientific papers

Synthesis of Isonicotinic and Salicylic Acids Derivatives from (–)-α-Pinene and (+)-Δ3-Carene

Abstract: Optically active cyclobutanediyl- and cyclopropanediylbisalkylidenedihydrazides of isonicotinic and salicylic acids were synthesized when theperoxide products of ozonolysis of (–)-α-pinene and(+)-Δ3-carene were reduced with isonicotin

Oxidation of terpenoid diols with chlorine dioxide: Preparation of ketols and α-chlorohydroxyketones of carane and pinane structures

Vicinal terpenoid diols of carane- and pinane-type structures have been oxidized with chlorine dioxide in pyridine to form the corresponding ketols in the preparative yield of 52-72%, the selectivity of α-hydroxyketones formation being 80-90%. It has been shown that the diols reactivity towards oxidation with ClO2 depends mainly on the stereochemistry of hydroxy groups. The catalysts, VO(acac)2, Mo(CO6), and MoCl 5 have practically no effect on the oxidation process. When the reaction has been performed in dimethylformamide, the hydroxyketone chlorination occurred at high conversion.

Chromic Acid Oxidation of Some Oxiranes

Oxiranes derived from some alkenes, with olefinic bonds present in different stereoelectronic environments, have been treated with Cr(VI)-reagents.The major products obtained have been identified and their formation rationalized.In some cases, the method becomes synthetically useful for C-C bond cleavage.

STEREOCHEMISTRY OF THE CARANE SYSTEM. OXIDATION PRODUCTS OF ISOMERIC 3,4-CARANEDIOLS OBTAINED FROM (+)-3-CARENE

Oxidation of four isomeric 3,4-caranediols has been carried out and reaction products have been investigated.It has been found that cis-diols rather form cyclic ketals than are oxidized under conditions of the Jones reaction.The key intermediate for syntheses of chrysanthemic acid, (-)-2-acetonyl-3,3-dimethylcyclopropaneacetic acid was obtained exclusively by oxidation of (-)-3β,4α-caranediol.