109905-51-3

Usage

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

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

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 
• 1040731-80-3 phthiocerol 
• 183559-12-8 (R)-6-(4-Methoxy-benzyloxy)-1-(S)-oxiranyl-hex-4-yn-2-ol 
• 1643685-92-0 C₁₆H₁₈O₃ 
• 1643685-91-9 C₁₈H₂₂O₃ 
• 1643685-85-1 tert-butyl [((S)-1-{(3S,4R,6R)-4-(tert-butyldimethylsilyloxy)-6-[(4S,6S)-2,2-dimethyl-6-(phenylsulfanylmethyl)-1,3-dioxan-4-yl]methyl}-2-methoxy-3,4,5,6-tetrahydro-2H-pyran-3-yl)hexyloxy]dimethylsilane 
• 1643685-84-0 (3S,4R,6S)-6-{[(4S,6S)-2,2-dimethyl-6-(phenylsulfanylmethyl)-1,3-dioxan-4-yl]methyl}-3-[(S)-1-hydroxyhexyl]-2-methoxytetrahydro-2H-pyran-4-ol 
• 1643685-83-9 C₃₃H₅₀O₅SSi 
• 1643685-82-8 (S)-1-{(3R,4R,6R)-4-(dimethylphenylsilyl)-6-{[(4S,6S)-2,2-dimethyl-6-(phenylsulfanylmethyl)-1,3-dioxan-4-yl]methyl}-2-methoxy-3,4,5,6-tetrahydro-2H-pyran-3-yl}hexan-1-ol 
• 1643685-81-7 (3R,4R,6R)-4-(dimethylphenylsilyl)-6-{[(4S,6S)-2,2-dimethyl-6-(phenylsulfanylmethyl)-1,3-dioxan-4-yl]methyl}-3-[(S)-1-hydroxyhexyl]-3,4,5,6-tetrahydro-2H-pyran-2-one 
• 1643685-80-6 (4R,6R)-4-(dimethylphenylsilyl)-6-{[(4S,6S)-6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-3,4,5,6-tetrahydro-2H-pyran-2-one 
• 1643685-79-3 (4R,6R)-4-(dimethylphenylsilyl)-6-{[(4S,6S)-2,2-dimethyl-6-(phenylsulfanylmethyl)-1,3-dioxan-4-yl]methyl}-3,4,5,6-tetrahydro-2H-pyran-2-one 

Relevant academic research and scientific papers

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.

Stereocontrolled synthesis of a C1-C10 building block ("Southwestern Moiety") for the unnatural enantiomers of the polyene polyol antibiotics filipin III and pentamycin: A sultone-forming ring-closing metathesis for protection of hom

In C2-symmetric diol 10 one OH group was substituted by crotonic acid and the other was incorporated in an ethenesulfonate. A twofold ring-closing metathesis under forcing conditions provided unsaturated lactone/unsaturated sultone 24. Conjugat

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

Synthetic studies on altohyrtins (spongistatins): Synthesis of the C15- C28 (CD) spiroacetal portion

The C15-C28 portion of altohyrtins (spongistatins) was prepared in a convergent manner from methyl (S)-3-hydroxy-2-methylpropionate, D-arabitol, and diacetone-D-glucose via dithiane couplings with epoxides as the key segment coupling process. (C) 2000 Elsevier Science Ltd.

Enantiospecific total synthesis of L-2',3'-dideoxyisonucleosides via regioselective opening of optically active C2-symmetric 1,4-pentadiene bis- epoxide

A new method for the synthesis of L-2',3'-dideoxyisonucleosides is described. The readily available, optically active C2-symmetric bis-epoxide (2S,4S)-1,2:4,5-diepoxypentane (5) was prepared by a short route from readily available starting mate

A practical synthesis of A-ring precursors for 19-nor-1α,25-dihydroxyvitamin D3 analogues

A convergent, more practical route to the A-ring precursors 3 and 5 starting from enantiopure (2S,4S)-1,2:4,5-diepoxypentane (11) is described.

Optically Pure 1,3-Diols from (2R,4R)- and (2S,4S)-1,2:4,5-Diepoxypentane

Optically pure (>97percent ee) (2R,4R)-1,2:4,5-diepoxypentane (1) and its enantiomer can be prepared in three steps from 2,4-pentanedione without the need for chromatographic purification.Diepoxide 1 is an efficient precursor to a wide variety of opticall

PREPARATION OF SPIROKETALS BY REACTION OF ANIONS FROM 2-BENZENESULPHONYLTETRAHYDROPYRANS WITH EPOXIDES:SYNTHESIS OF THE C-11 TO C-25 FRAGMENT OF THE MILBEMYCINS

Deprotonation of 2-benzenesulphonyltetrahydropyrans with n-butyllithium affords anions which react with substituted epoxides to give spiroketals upon acidification.Using this approach a highly convergent synthesis of the C-11 to C-25 fragment of the milbemycins was achieved.