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3413-44-3

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3413-44-3 Usage

General Description

2-Cyclohexen-1-ol, (1R)-, also known as (1R)-2-Cyclohexen-1-ol, is a colorless liquid with a mild, floral odor. It is primarily used as a fragrance ingredient in cosmetics and personal care products. This chemical is a natural component of several essential oils, including ylang ylang oil and rose oil. It is also used in the production of flavors and perfumes. (1R)-2-Cyclohexen-1-ol is considered to be relatively safe for use in these applications, with low acute toxicity and no significant concerns over chronic exposure. However, it is important to follow proper safety precautions when handling and using this chemical.

Check Digit Verification of cas no

The CAS Registry Mumber 3413-44-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,4,1 and 3 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 3413-44:
(6*3)+(5*4)+(4*1)+(3*3)+(2*4)+(1*4)=63
63 % 10 = 3
So 3413-44-3 is a valid CAS Registry Number.

3413-44-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name (R)-2-cyclohexen-1-ol

1.2 Other means of identification

Product number -
Other names (+)-2-Cyclohexen-1-ol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3413-44-3 SDS

3413-44-3Downstream Products

3413-44-3Relevant articles and documents

A novel highly effective chiral lithium amide for catalytic enantioselective deprotonation of meso-epoxides

Asami, Masatoshi,Suga, Takashi,Honda, Kiyoshi,Inoue, Seiichi

, p. 6425 - 6428 (1997)

A highly enantioselective deprotonation of meso-epoxides was achieved by a catalytic amount of a new chiral lithium amide, derived from (2S,3aS,7aS)-2-(pyrrolidin-1-ylmethyl)octahydroindole, in the presence of excess lithium diisopropylamide to afford the corresponding allylic alcohol derivatives up to 94% ee.

Investigation of site selectivity of the stereoselective deprotonation of cyclohexene oxide using kinetic resolution of isotopic enantiomers in natural abundance

Diner, Peter,Pettersen, Daniel,Nilsson Lill, Sten O.,Ahlberg, Per

, p. 2665 - 2671 (2005)

Stereoselective deprotonation of epoxides with lithium amides can occur by abstraction of protons from more than one site. The site selectivity of the deprotonation of cyclohexene oxide by several chiral and achiral lithium amides has been investigated. 2H NMR has been used to measure the relative abundances of the isotopomers of the epoxide containing one deuterium. An isotopic stereoisomer, with deuterium in the site undergoing abstraction, reacts slower than its enantiomer and other isotopomers having protium in the same site due to a kinetic isotope effect. This results in a kinetic resolution yielding a relative excess of the less reactive isotopic stereoisomer. Thus, the relative abundance of such an enantiomer increases when compared with those having protium at the site in question as the reaction proceeds. It can be concluded that deprotonation of cyclohexene oxide using some chiral- and non-chiral lithium amides occurs by βsyn-deprotonation.

Stereoselective synthesis of the a,e-ring bicyclic core of calyciphylline b-Type alkaloids

Kumar, Balagani Satish,Raghavan, Sadagopan

, p. 2157 - 2160 (2019)

A stereoselective synthesis of the bicyclic unit constituting the A and E rings of calyciphylline B-Type alkaloids is disclosed. The propionate ester of (1 R)-cyclohex-2-en-1-ol, obtained by enzymatic resolution, is subjected to an Ireland-Claisen rearrangement. Subsequent reduction of the acid, Mitsunobu reaction to introduce a nitrogen functionality, oxidative cleavage to a dialdehyde, and intramolecular aldol and aza-Michael reactions afford the bicyclic subunit.

Synthesis of oxazolidinone from enantiomerically enriched allylic alcohols and determination of their molecular docking and biologic activities

Atmaca, Ufuk,Kaya, Rüya,Karaman, Halide Sedef,?elik, Murat,Gül?in, ?lhami

, (2019)

Enantioselective synthesis of functionalized cyclic allylic alcohols via kinetic resolution in transesterifcation with different lipase enzymes has been developed. The influence of the enzymes and temperature activity was studied. By determination of ideal reaction conditions, byproduct formation is minimized; this made it possible to prepare enantiomerically enriched allylic alcohols in high ee's and good yields. Enantiomerically enriched allylic alcohols were used for enantiomerically enriched oxazolidinone synthesis. Using benzoate as a leaving group means that 1 mol % of potassium osmate is necessary and can be obtained high yields 98%. Inhibitory activities of enantiomerically enriched oxazolidinones (8, 10 and 12) were tested against human carbonic anhydrase I and II isoenzymes (hCA I and hCA II), acetylcholinesterase (AChE), and α-glycosidase (α-Gly) enzymes. These enantiomerically enriched oxazolidinones derivatives had Ki values in the range of 11.6 ± 2.1–66.4 ± 22.7 nM for hCA I, 34.1 ± 6.7–45.2 ± 12.9 nM for hCA II, 16.5 ± 2.9 to 35.6 ± 13.9 for AChE, and 22.3 ± 6.0–70.9 ± 9.9 nM for α-glycosidase enzyme. Moreover, they had high binding affinity with ?5.767, ?6.568, ?9.014, and ?8.563 kcal/mol for hCA I, hCA II, AChE and α-glycosidase enzyme, respectively. These results strongly supported the promising nature of the enantiomerically enriched oxazolidinones as selective hCA, AChE, and α-glycosidase inhibitors. Overall, due to these derivatives’ inhibitory potential on the tested enzymes, they are promising drug candidates for the treatment of diseases like glaucoma, leukemia, epilepsy; Alzheimer's disease; type-2 diabetes mellitus that are associated with high enzymatic activity of CA, AChE, and α-glycosidase.

Asymmetric base-promoted epoxide rearrangement: Achiral lithium amides revisited

Bertilsson, Sophie K,Andersson, Pher G

, p. 4665 - 4668 (2002)

The use of achiral bases other than lithium diisopropylamide (LDA) was investigated for the asymmetric (1S,3R,4R)-3-(pyrrolidinyl)methyl-2-azabicyclo[2.2.1]heptane catalyzed rearrangement of cyclohexene oxide to (1R)-cyclohex-2-en-1-ol. No significant imp

69. Organic Reactions in the Solid State: The Reactivity of Guest Molecules in Tri-o-thymotide Clathrates

Gerdil, Raymond,Barchietto, Giacomo

, p. 691 - 708 (1994)

Tri-o-thymotide (TOT) clathrates are enantiomorphous and enantioselective (chiral cages).It was shown that an external molecular reactant can diffuse in to the TOT host crystal lattice and reacts with the included molecule (guest) in characteristic ways, differing from those occurring in liquid solutions.Several aspects of the action of hydrogen halides (HCl, HBr) on the chemical behavior of included oxiranes were investigated for solid-gas and solid-liquid (aqueous) systems.Under well established experimental conditions, these reactions gave regiospecifically one target product and were asymmetric.The included substrate underwent first an acid-catalyzed allylic isomerization that is cage-specific and mostly quantitative.In sheer contrast, strong basic conditions were required to promote, in reduced yield, the analogous transformation in solution.The regiospecificity and enantioselectivity of several intra-crystalline conversions allowed the accurate determination of the absolute configuration of several guest molecules.Kinetic measurements were achived that disclosed some striking features of this new type of heterogeneous reactions.Tentative models for the cage stereoselective mechanisms are briefly discussed.

CHOLINE METABOLISM INHIBITORS

-

, (2020/07/05)

The present disclosure relates to compounds, compositions and methods for inhibiting choline metabolism, e.g., conversion of choline to trimethylamine. Disclosed herein are compounds, compositions, and methods for inhibiting choline metabolism, e.g., conversion of choline to TMA. Also disclosed herein are compounds, methods and compositions for inhibiting choline metabolism by gut microbiota resulting in reduction in the formation of trimethylamine (TMA) and trimethylamine N-oxide (TMAO).

Enantioselective Hydrogenation of Ketones using Different Metal Complexes with a Chiral PNP Pincer Ligand

Garbe, Marcel,Wei, Zhihong,Tannert, Bianca,Spannenberg, Anke,Jiao, Haijun,Bachmann, Stephan,Scalone, Michelangelo,Junge, Kathrin,Beller, Matthias

supporting information, p. 1913 - 1920 (2019/03/13)

The synthesis of different metal pincer complexes coordinating to the chiral PNP ligand bis(2-((2R,5R)-2,5-dimethyl-phospholanoethyl))amine is described in detail. The characterized complexes with Mn, Fe, Re and Ru as metal centers showed good activities regarding the reduction of several prochiral ketones. Comparing these catalysts, the non-noble metal complexes produced best selectivities not only for aromatic substrates, but also for different kinds of aliphatic ones leading to enantioselectivities up to 99% ee. Theoretical investigations elucidated the mechanism and rationalized the selectivity. (Figure presented.).

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