96149-00-7

Basic information

• Product Name: 1,2-CYCLOPROPANEDICARBOXYLIC ACID BIS [(1R, 2S, 5R)]-5-METHYL-2-(1-METHYLETHYL)
• Synonyms: 1,2-CYCLOPROPANEDICARBOXYLIC ACID BIS [(1R, 2S, 5R)]-5-METHYL-2-(1-METHYLETHYL);(1S,2S)-bis((1R,2S,5R)-2-isopropyl-5-Methylcyclohexyl) cyclopropane-1,2-dicarboxylate;Dimenthyl (1S,2S)-Cyclopropane-1,2-dicarboxylate;1,2-CYCLOPROPANEDICARBOXYLIC ACID BIS [(1R, 2S, 5R)]-5-METHYL-2-(1-METHYLETHYL)-4
• CAS NO: 96149-00-7
• Molecular Formula: C₂₅H₄₂O₄
• Molecular Weight: 406.59858
• Mol File: 96149-00-7.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-CYCLOPROPANEDICARBOXYLIC ACID BIS [(1R, 2S, 5R)]-5-METHYL-2-(1-METHYLETHYL)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-CYCLOPROPANEDICARBOXYLIC ACID BIS [(1R, 2S, 5R)]-5-METHYL-2-(1-METHYLETHYL)(96149-00-7)
• EPA Substance Registry System: 1,2-CYCLOPROPANEDICARBOXYLIC ACID BIS [(1R, 2S, 5R)]-5-METHYL-2-(1-METHYLETHYL)(96149-00-7)

Safety Data

• Hazardous Substances Data: 96149-00-7(Hazardous Substances Data)

Usage

Uses

Dimenthyl (1S,2S)-Cyclopropane-1,2-dicarboxylate was used in the synthesis of Callipeltoside A, an inhibitor of the proliferation of KB and P388 cells.

Upstream product

• 74-97-5 chlorobromomethane 
• 34212-59-4 bis(1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl butanedioate 
• 2216-51-5 (-)-menthol 
• 3999-55-1 diethyl trans-cyclopropane-1,2-dicarboxylate 
• 58616-95-8 trans-1,2-cyclopropanedicarboxylic acid 
• 1501-56-0 (trans)-cyclopropane-1,2-dicarbonyl dichloride 

Downstream Products

• 175221-03-1 (1S,2S)-cyclopropane-1,2-dicarboxylic acid mono-(1R,2S,5R)-(5-isopropyl-2-methyl-cyclohexyl) ester 
• 781658-85-3 1,2;3,4-(di-O-isopropylidene)-6-O-α-D-galactopyranosyl (1S,2S)-2-(3,4-dichlorobenzoyl)-cyclopropane-1-carboxylate 
• 329025-42-5 (2S,1'S,2'S)-N-[(R)-α-phenylglycinol]-[2'-carbomenthyloxycyclopropyl]-glycinonitrile 
• 329025-40-3 (1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl (1S,2S)-2-(hydroxymethyl)cyclopropane-1-carboxylate 
• 329025-41-4 2-carbomenthyloxy (1S,2S)-cyclopropane-1-carboxaldehyde 
• 117857-93-9 (2S,1'S,2'S)-α-(2-carboxycyclopropyl)glycine 
• 53187-82-9 (trans-cyclopropane-1,2-diyl)dimethanol 
• 14590-54-6 (1S,2S)-cyclopropane-1,2-dicarboxylic acid 
• 178684-64-5 (1S,2S)-2-[(R)-4-(2,2-Diphenyl-ethyl)-1-(4-methoxy-benzyl)-2,5-dioxo-imidazolidin-4-yl]-cyclopropanecarboxylic acid 4-methoxy-benzyl ester 
• 178898-44-7 (1S,2S)-2-[(S)-1-(4-Methoxy-benzyl)-2,5-dioxo-4-(2-m-tolyl-ethyl)-imidazolidin-4-yl]-cyclopropanecarboxylic acid 4-methoxy-benzyl ester 
• 201851-10-7 (1S,2S)-2-(2-9H-Xanthen-9-yl-acetyl)-cyclopropanecarboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 178684-63-4 (1S,2S)-2-(3,3-Diphenyl-propionyl)-cyclopropanecarboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 201851-15-2 (1S,2S)-2-[(R)-1-Amino-1-carboxy-2-(9H-xanthen-9-yl)-ethyl]-cyclopropanecarboxylic acid 
• 178898-39-0 5R-5-(1S,2S-2-carboxycyclopropan-1-yl)-5-(2,2-(diphenyl)ethyl)imidazolidine-2,4-dione 

Relevant articles and documents

Development of effective bidentate diphosphine ligands of ruthenium catalysts toward practical hydrogenation of carboxylic acids

Hydrogenation of carboxylic acids (CAs) to alcohols represents one of the most ideal reduction methods for utilizing abundant CAs as alternative carbon and energy sources. However, systematic studies on the effects of metal-to-ligand relationships on the catalytic activity of metal complex catalysts are scarce. We previously demonstrated a rational methodology for CA hydrogenation, in which CA-derived cationic metal carboxylate [(PP)M(OCOR)]+ (M = Ru and Re; P = one P coordination) served as the catalyst prototype for CA self-induced CA hydrogenation. Herein, we report systematic trial- and-error studies on how we could achieve higher catalytic activity by modifying the structure of bidentate diphosphine (PP) ligands of molecular Ru catalysts. Carbon chains connecting two P atoms as well as Ar groups substituted on the P atoms of PP ligands were intensively varied, and the induction of active Ru catalysts from precatalyst Ru(acac)3 was surveyed extensively. As a result, the activity and durability of the (PP)Ru catalyst substantially increased compared to those of other molecular Ru catalyst systems, including our original Ru catalysts. The results validate our approach for improving the catalyst performance, which would benefit further advancement of CA self-induced CA hydrogenation.

Identification and Preclinical Development of a 2,5,6-Trisubstituted Fluorinated Pyridine Derivative as a Radioligand for the Positron Emission Tomography Imaging of Cannabinoid Type 2 Receptors

Despite the broad implications of the cannabinoid type 2 receptor (CB2) in neuroinflammatory processes, a suitable CB2-targeted probe is currently lacking in clinical routine. In this work, we synthesized 15 fluorinated pyridine derivatives and tested their binding affinities toward CB2 and CB1. With a sub-nanomolar affinity (Ki for CB2) of 0.8 nM and a remarkable selectivity factor of >12,000 over CB1, RoSMA-18-d6 exhibited outstanding in vitro performance characteristics and was radiofluorinated with an average radiochemical yield of 10.6 ± 3.8% (n = 16) and molar activities ranging from 52 to 65 GBq/μmol (radiochemical purity > 99%). [18F]RoSMA-18-d6 showed exceptional CB2 attributes as demonstrated by in vitro autoradiography, ex vivo biodistribution, and positron emission tomography (PET). Further, [18F]RoSMA-18-d6 was used to detect CB2 upregulation on postmortem human ALS spinal cord tissues. Overall, these results suggest that [18F]RoSMA-18-d6 is a promising CB2 PET radioligand for clinical translation.

Cyclopropane PNA: Observable triplex melting in a PNA constrained with a 3-membered ring

The first peptide nucleic acid (PNA) with a cyclopropane in the backbone has been synthesized, and the effects of the ring on DNA/RNA binding properties of the PNA have been examined. Well-defined triplex to duplex melting transitions of PNA2 DNA complexes is clearly observed by variable temperature UV absorbance with the cyclopropane-constrained PNA.