16545-68-9 | Cyclopropanol

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$9.00	$6.00
5g	98%	in stock	$38.00	$26.00
10g	95%	in stock	$65.00	$46.00
25g	95%	in stock	$162.00	$114.00
100g	95%	in stock	$580.00	$406.00

Description

• Catalog Number: AA88138
• Chemical Name: Cyclopropanol
• CAS Number: 16545-68-9
• Molecular Formula: C3H6O
• Molecular Weight: 58.0791
• MDL Number: MFCD19707103
• SMILES: OC1CC1

Computed Properties

• Complexity: 22.5
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 4
• Hydrogen Bond Acceptor Count: 1
• Hydrogen Bond Donor Count: 1
• XLogP3: 0.1

Literature

• The Kulinkovich hydroxycyclopropanation reaction in natural product synthesis.

  Organic & biomolecular chemistry 20121014

• Design of protein congeners containing β-cyclopropylalanine.

  Molecular bioSystems 20121001

• Synthesis of α-indanones via intramolecular direct arylation with cyclopropanol-derived homoenolates.

  Chemical communications (Cambridge, England) 20120211

• Mn(III)-catalyzed radical reactions of 1,3-dicarbonyl compounds and cyclopropanols with vinyl azides for divergent synthesis of azaheterocycles.

  Chimia 20120101

• Asymmetric synthesis of cis-2-aminocyclopropanols by intramolecular Mannich addition of silyloxy benzyl carbanions.

  The Journal of organic chemistry 20110520

• Diasteroselective preparation of cyclopropanols using methylene bis(iodozinc).

  Organic letters 20110506

• Design of potent and selective GPR119 agonists for type II diabetes.

  Bioorganic & medicinal chemistry letters 20110501

• Mn(III)-mediated formal [3+3]-annulation of vinyl azides and cyclopropanols: a divergent synthesis of azaheterocycles.

  Journal of the American Chemical Society 20110427

• Structure-function relationships of the antigenicity of mycolic acids in tuberculosis patients.

  Chemistry and physics of lipids 20101101

• Quantum chemistry of C(3)H(6)O molecules: structure and stability, isomerization pathways, and chirality changing mechanisms.

  The journal of physical chemistry. A 20100916

• Thermodynamic control of diastereoselectivity in the formal nucleophilic substitution of bromocyclopropanes.

  Organic letters 20100402

• One-pot catalytic enantio- and diastereoselective syntheses of anti-, syn-cis-disubstituted, and syn-vinyl cyclopropyl alcohols.

  Journal of the American Chemical Society 20100113

• Stereospecific construction of chiral tertiary and quaternary carbon by nucleophilic cyclopropanation with bis(iodozincio)methane.

  Chemistry, an Asian journal 20100104

• Fe-catalyzed highly selective ring expansion of alkynylcyclopropyl alkanols to cyclobutanols.

  Chemical communications (Cambridge, England) 20091128

• Mn(III)-mediated reactions of cyclopropanols with vinyl azides: synthesis of pyridine and 2-azabicyclo[3.3.1]non-2-en-1-ol derivatives.

  Journal of the American Chemical Society 20090909

• Applications of 1-alkenyl-1,1-heterobimetallics in the stereoselective synthesis of cyclopropylboronate esters, trisubstituted cyclopropanols and 2,3-disubstituted cyclobutanones.

  Journal of the American Chemical Society 20090513

• Cyclization and ring-expansion processes involving samarium diiodide promoted reductive formation and subsequent oxidative ring opening of cyclopropanol derivatives.

  The Journal of organic chemistry 20090320

• Stereoselective, dual-mode ruthenium-catalyzed ring expansion of alkynylcyclopropanols.

  Journal of the American Chemical Society 20081224

• Synthesis of carbasugar C-1 phosphates via Pd-catalyzed cyclopropanol ring opening.

  Organic letters 20080821

• Diastereoselective Prins-type reaction of cycloalkenylcyclopropanol silyl ethers and alpha,beta-unsaturated aldehyde acetals.

  The Journal of organic chemistry 20071012

• A cyclopropanol-based strategy for subunit coupling: total synthesis of (+)-spirolaxine methyl ether.

  Organic letters 20070705

• Stereoselective synthesis of 2,4,6-trisubstituted tetrahydropyrans by the use of cyclopropanols as homoenols.

  Angewandte Chemie (International ed. in English) 20070101

• Thiacetazone, an antitubercular drug that inhibits cyclopropanation of cell wall mycolic acids in mycobacteria.

  PloS one 20070101

• Cleavage of activated cyclic amines: Unprecedented approach toward 2-substituted cyclobutanones.

  Organic letters 20060914

• Use of cyclopropanols as conformational constraints in RCM.

  Organic letters 20060622

• Catalytic asymmetric Simmons-Smith cyclopropanation of silyl enol ethers. Efficient synthesis of optically active cyclopropanol derivatives.

  Organic letters 20060622

• Synthesis of (-)-sordarin.

  Journal of the American Chemical Society 20060531

• Development of an anomalous Heck reaction: skeletal rearrangement of divinyl and enyne carbinols.

  Organic letters 20051222

• Enantioselective total synthesis of isoedunol and beta-araneosene featuring unconventional strategy and methodology.

  Journal of the American Chemical Society 20051012

• Gold(I)-catalyzed ring expansion of cyclopropanols and cyclobutanols.

  Journal of the American Chemical Society 20050713

• Two-step metal-mediated transformation of isoxazolidine-5-spirocyclopropanes into pyridone derivatives.

  The Journal of organic chemistry 20050708

• Chromium-catalyzed pinacol-type cross-coupling: studies on stereoselectivity.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20050506

• 1,2-Acyl transfer reaction for the construction of multiple carbonyl-functionalized architecture by Sm(II)-induced tandem formation and breaking of cyclopropanol.

  The Journal of organic chemistry 20050218

• A cyclopropane fragmentation approach to heterocycle assembly: a convergent synthesis of oxepanes.

  Organic letters 20050203

• pi-1,1-Dimethyleneallylmetal and homologous complexes: their application in organic synthesis.

  Chemical reviews 20050101

• Stereocontrolled synthesis of cyclopropanol amino acids from allylic sulfones: conformationally restricted building blocks.

  Organic letters 20031002

• Stereocontrolled preparation of a nonpeptidal (-)-spirobicyclic NK-1 receptor antagonist.

  The Journal of organic chemistry 20020222

• How persistent is cyclopropyl upon nucleophilic substitution, and is frontside displacement possible? A model study.

  The Journal of organic chemistry 20011019

• First stereocontrolled synthesis of (S)-cleonin and related cyclopropyl-substituted amino acids.

  Organic letters 20011018

• Dissection of a flavoenzyme active site: the reaction catalyzed by cholesterol oxidase.

  Antioxidants & redox signaling 20011001