59574-65-1 Usage
Description
4-(Tetrahydropyran-2-yloxy)-1-butene is a protected derivative of 3-Buten-1-ol (B689990), an aliphatic primary alcohol. It is utilized in organic synthesis as a reagent, offering a versatile structure for further chemical modifications and reactions.
Uses
Used in Organic Synthesis:
4-(Tetrahydropyran-2-yloxy)-1-butene is used as a reagent for the protection of 3-Buten-1-ol in organic synthesis. The tetrahydropyran-2-yloxy group serves as a protective moiety, shielding the alcohol functionality from unwanted side reactions, thus allowing for selective transformations at other sites within the molecule.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-(Tetrahydropyran-2-yloxy)-1-butene is used as a key intermediate in the synthesis of various biologically active compounds. Its protected structure facilitates the development of new drugs with improved pharmacological properties, such as enhanced stability, bioavailability, and selectivity towards target receptors or enzymes.
Used in Chemical Research:
4-(Tetrahydropyran-2-yloxy)-1-butene is also employed in academic and industrial research settings for the investigation of new synthetic methods, reaction mechanisms, and the development of novel chemical transformations. Its unique structure makes it an attractive candidate for exploring innovative strategies in organic chemistry.
Used in Flavor and Fragrance Industry:
In the flavor and fragrance industry, 4-(Tetrahydropyran-2-yloxy)-1-butene may be used as a building block for the creation of complex and diverse scent molecules. Its ability to be modified and functionalized allows for the design of unique fragrances and flavors that can be tailored to specific consumer preferences and applications.
Overall, 4-(Tetrahydropyran-2-yloxy)-1-butene is a valuable compound in the fields of organic synthesis, pharmaceuticals, chemical research, and the flavor and fragrance industry, due to its versatility and potential for further modification and application.
Synthesis Reference(s)
Tetrahedron Letters, 35, p. 5453, 1994 DOI: 10.1016/S0040-4039(00)73523-4
Check Digit Verification of cas no
The CAS Registry Mumber 59574-65-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,9,5,7 and 4 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 59574-65:
(7*5)+(6*9)+(5*5)+(4*7)+(3*4)+(2*6)+(1*5)=171
171 % 10 = 1
So 59574-65-1 is a valid CAS Registry Number.
InChI:InChI=1/C9H16O2/c1-2-3-7-10-9-6-4-5-8-11-9/h2,9H,1,3-8H2
59574-65-1Relevant articles and documents
Synthesis of spacered cyclopropyl nucleoside analogues as potential antiviral agents
Csuk, Rene,Kern, Anja
, p. 8409 - 8422 (1999)
Novel spacered cyclopropane nucleoside analogues possessing both a hydroxyethyl group and an additional methylene spacer between the base and the ring were synthesized starting from 3-buten-1-ol. After tetrahydropyranylation, cyclopropanation, and reducti
Enantioselective Hydroformylation of 1-Alkenes with Commercial Ph-BPE Ligand
Yu, Zhiyong,Eno, Meredith S.,Annis, Alexandra H.,Morken, James P.
supporting information, p. 3264 - 3267 (2015/07/15)
A rhodium complex, in conjunction with commercially available Ph-BPE ligand, catalyzes the branch-selective asymmetric hydroformylation of 1-alkenes and rapidly generates α-chiral aldehydes. A wide range of terminal olefins including 1-dodecene were examined, and all delivered high enantioselectivity (up to 98:2 er) as well as good branch:linear ratios (up to 15:1). (Chemical Equation Presented).
O -substituted alkyl aldehydes for rhodium-catalyzed intermolecular alkyne hydroacylation: The utility of methylthiomethyl ethers
Parsons, Scott R.,Hooper, Joel F.,Willis, Michael C.
supporting information; experimental part, p. 998 - 1000 (2011/05/15)
Combining α-methylthiomethyl (MTM) ether substituted aldehydes and 1-alkynes in the presence of [Rh(dppe)]ClO4 results in efficient intermolecular alkyne hydroacylation to deliver α-O-MTM-substituted enone products. The product MTM ethers can be converted to the free hydroxyl group either in situ, by the addition of water to the completed reaction, or in a separate operation, by the action of silver nitrate.(Figure Presented)
