109905-51-3

Basic information

• Product Name: (R,R)-1,2,4,5-Diepoxypentane
• Synonyms: (R,R)-1,2,4,5-Diepoxypentane
• CAS NO: 109905-51-3
• Molecular Formula: C₅H₈O₂
• Molecular Weight: 100.11582
• Mol File: 109905-51-3.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R,R)-1,2,4,5-Diepoxypentane(CAS DataBase Reference)
• NIST Chemistry Reference: (R,R)-1,2,4,5-Diepoxypentane(109905-51-3)
• EPA Substance Registry System: (R,R)-1,2,4,5-Diepoxypentane(109905-51-3)

Safety Data

• Hazardous Substances Data: 109905-51-3(Hazardous Substances Data)

Usage

Description

(R,R)-1,2,4,5-Diepoxypentane is a chiral diol epoxide chemical compound featuring a central five-carbon chain with two epoxide groups at the 1,2 and 4,5 positions. Its unique structure, with two identical chiral centers, grants it versatile reactivity and potential applications across different industries.

Uses

Used in Organic Synthesis:
(R,R)-1,2,4,5-Diepoxypentane is used as an intermediate for the synthesis of various organic compounds and polymers. Its reactivity and ability to form cyclic ethers or act as a cross-linking agent make it a valuable component in the development of new materials.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (R,R)-1,2,4,5-Diepoxypentane is used as a compound with potential biological activity. It has shown promising results in various biological assays, indicating its potential for further research and development in pharmaceutical applications.
Used in Polymer Industry:
(R,R)-1,2,4,5-Diepoxypentane is used as a cross-linking agent in the polymer industry to enhance the properties of polymers, such as their strength, durability, and resistance to environmental factors. Its ability to form cyclic ethers also contributes to the creation of novel polymer structures with specific characteristics.

Upstream product

• 92512-29-3 (2S,4S)-2,4-dihydroxypentane-1,5-diyl bis(2,4,6-triisopropyl-1-benzenesulfonate) 
• 136030-29-0 (2S,4S)-1,5-dichloro-2,4-pentanediol 
• 127785-48-2 (-)-(2R,4R)-1,2,4,5-pentanetetrol-1,5-bis-(4-methylbenzenesulphonate) 
• 92691-36-6 (2S,4S)-pentane-1,2,3,4-tetraol 
• 457630-79-4 Bis-((R)-2,2-diethyl-[1,3]dioxolan-4-yl)-methanol 
• 684213-72-7 (2S,4S)-di-O-(3,3-pentylidene)-3-deoxyarabitol 
• 684213-89-6 (2R,4R)-di-O-(3,3-pentylidene)-3-O-[(methylthio)thiocarbonyl]arabitol 
• 684213-90-9 (2R,4R)-1,2:4,5-di-O-(3,3-pentylidene)-3-O-[(N-imidazolyl)thiocarbonyl]arabitol 
• 488-82-4 D-Arabitol 
• 591-93-5 1,4-Pentadiene 
• 123-54-6 acetylacetone 
• 40630-12-4 1,5-dichloropentane-2,4-dione 

Downstream Products

• 135943-79-2 (αR,2S)-α-(2-phenylethyl)oxirane-2-ethanol 
• 103729-38-0 (3R,5R)-1,7-diphenyl-3,5-heptanediol 
• 109826-75-7 (+)-α-<6-(tert-butyldiphenylsilyloxy)-3,5-dimethyl-2-hexenyl>oxiraneethanol 
• 183559-12-8 (R)-6-(4-Methoxy-benzyloxy)-1-(S)-oxiranyl-hex-4-yn-2-ol 
• 183559-03-7 tert-Butyl-((R)-1-(S)-1-oxiranylmethyl-pent-4-enyloxy)-diphenyl-silane 
• 204509-32-0 (3S,5R)-5-(hydroxymethyl)tetrahydrofuran-3-ol 
• 164267-53-2 (3S,5S)-5-(hydroxymethyl)tetrahydrofuran-3-ol 
• 135943-84-9 (2R,4R)-1,5-diphenyl-2,4-pentanediol 
• 253431-90-2 (2S,4S)-1,5-Bis-{2-[(R)-3-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-[1,3]dithian-2-yl}-pentane-2,4-diol 
• 281670-40-4 (2R,4S,6R,8S,10S)-2-Hydroxymethyl-10-methoxy-8-[(4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-ylmethyl]-1,7-dioxa-spiro[5.5]undecan-4-ol 
• 627511-92-6 (2R,4S,6R,8S,10S)-2-Hydroxymethyl-10-methoxy-8-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-ylmethyl]-1,7-dioxa-spiro[5.5]undecan-4-ol 
• 281670-41-5 (2R,4S,6S,8S,10S)-2-Hydroxymethyl-10-methoxy-8-[(4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-ylmethyl]-1,7-dioxa-spiro[5.5]undecan-4-ol 
• 281670-43-7 (2R,4S,6S,8S,10S)-10-Methoxy-8-[(4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-ylmethyl]-2-trityloxymethyl-1,7-dioxa-spiro[5.5]undecan-4-ol 
• 281670-44-8 tert-Butyl-{(2R,4S,6R,8S,10S)-10-methoxy-8-[(4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-ylmethyl]-2-trityloxymethyl-1,7-dioxa-spiro[5.5]undec-4-yloxy}-dimethyl-silane 

Relevant articles and documents

Total synthesis of PDIM A

Total synthesis of phthiocerol dimycocerosate A (PDIM A), a virulent factor of Mycobacterium tuberculosis, has been achieved. Phthiocerol, a component of PDIM A, has been synthesized by subsequent epoxide-opening alkylation reactions with arabinose-derived diepoxide. This route is concise and efficient in supplying PDIM A for biological studies.

Short synthesis of enantiopure C2-symmetric 1,2:4,5-diepoxypentane and "pseudo"-C2-symmetric 3-azido-1,2:4,5-diepoxypentane from arabitol

On the basis of our previously described selective protection of arabitol as its 1,2:4,5-bis-pentylidene acetal 5, we report a straightforward synthesis of the novel "pseudo"C2-symmetric 3-azido-1,2:4,5-diepoxypentane building block 4 in 6 steps from arab

Preparation of (R,R)-1,2:4,5-diepoxypentane [ D-threo-Pentitol, 1,2:4,5-dianhydro-3-deoxy- ]

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