18524-18-0

Usage

Uses

Used in Pharmaceutical Industry:
(3R,4R)-4,5-ISOPROPYLIDENE PENT-2-EN-3-OL is used as an intermediate in the production of pharmaceuticals due to its unique chiral structure and reactivity in organic synthesis reactions.
Used in Perfume Industry:
(3R,4R)-4,5-ISOPROPYLIDENE PENT-2-EN-3-OL is used as a key component in the synthesis of various perfumes and fragrances, contributing to their unique scents and properties.
Used in Chemical Industry:
(3R,4R)-4,5-ISOPROPYLIDENE PENT-2-EN-3-OL is used as a reagent in organic synthesis reactions, enabling the production of a wide range of chemicals and materials.
Used in Specialty Polymers and Materials Production:
(3R,4R)-4,5-ISOPROPYLIDENE PENT-2-EN-3-OL has potential applications in the production of specialty polymers and materials, where its unique properties can be utilized to create innovative and high-performance products.

InChI:InChI=1/C8H14O3/c1-4-6(9)7-5-10-8(2,3)11-7/h4,6-7,9H,1,5H2,2-3H3/t6-,7-/m1/s1

Upstream product

• 4957-71-5 (+)-(2R,3R)-1,2-O-isopropylidene-4-pentyne-1,2,3-triol 
• 1826-67-1 vinyl magnesium bromide 
• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 71769-39-6 (4S,5S,4'R)-5-Iodomethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl] 
• 102357-25-5 (1S,4'R)-1-(2,2-dimethyl-1,3-dioxolane-4-yl)-2-trimethylsilylprop-2-en-1-ol 
• 170028-87-2 D-xylose-(2R,3R,4R)-5-di-O-isopropylidene-[4-(methylphenyl)sulfonyl]hydrazone 
• 13039-94-6 2,3,4,5-di-O-isopropylidene-D-xylose aldehyde 
• 30737-85-0 2,3,4,5-di-O-isopropylidene-D-xylitol 
• 87678-03-3 Toluene-4-sulfonic acid (4S,5S,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-ylmethyl ester 
• 362032-94-8 1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-(trimethylsilyl)prop-2-yn-1-ol 
• 1707-77-3 1,2:5,6-di-O-isopropylidene-D-mannitol 
• 209479-86-7 (2R,3R)-3-O-tert-butyldiphenylsilyl-1,2-O-isopropylidene-4-pentene-1,2,3-triol 
• 102418-34-8 1,2:5,6-bis-O-(1-methylethylidene)-D-mannitol 
• 64520-58-7 ethyl (E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate 

Downstream Products

• 209479-86-7 (2R,3R)-3-O-tert-butyldiphenylsilyl-1,2-O-isopropylidene-4-pentene-1,2,3-triol 
• 108341-87-3 (2R,3R)-3-O-benzyl-1,2-O-isopropylidene-4-pentene-1,2,3-triol 
• 880766-50-7 (-)-methyl (3S,4R,5R,6S)-5-benzyloxy-7-tert-butyldiphenylsilyloxy-2,2-dimethyl-3-hydroxy-4,6-methylenedioxy-heptanoate 
• 911367-23-2 (-)-methyl (3S,4S,5R,6R)-7-tert-butyldiphenylsilyloxy-2,2-dimethyl-3,5-dihydroxy-4,6-methylenedioxyheptanoate 
• 289666-91-7 (2S,3R,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-2,4-methylenedioxypentanal 
• 289666-90-6 (+)-(2R,3S,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-2,4-methylenedioxypentanol 
• 289667-03-4 (+)-(2R,3R,4R,5S)-1-tert-butyldiphenylsilyloxy-6,6-dimethyl-3-hydroxy-5-methoxy-2,4-methylenedioxyoct-7-en-3-ol 
• 289666-86-0 (-)-(2R,3S,4R)-3-benzyloxy-5-tert-butyldiphenylsilyloxy-1,2,4-pentanetriol 
• 289666-88-2 (+)-(2R,3R,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-4,5-isopropylidenedioxy-2-pentol 
• 289667-12-5 (1R,5R,6R,8RS,10S)-8-acetoxy-5-(tert-butyldiphenylsilyloxy)methyl-9,9-dimethyl-10-methoxy-2,4,7-trioxabicyclo[4.4.0]decane 
• 289667-00-1 (+)-(1R,5R,6R,8R,10S)-5-(tert-butyldiphenylsilyloxy)methyl-9,9-dimethyl-10-methoxy-8-(prop-2-enyl)-2,4,7-trioxabicyclo[4.4.0]decane 
• 289666-94-0 (+)-(3S,4R,5R,6R)-5-benzyloxy-7-tert-butyldiphenylsilyloxy-2,2-dimethyl-3-methoxy-4,6-methylenedioxyheptanal 
• 289667-02-3 (+)-(4S,5R,6R,7R)-6-benzyloxy-8-tert-butyldiphenylsilyloxy-3,3-dimethyl-4-methoxy-5,7-methylenedioxyoctyl-1-ene 
• 289666-87-1 (+)-(2S,3R,4R)-3-benzyloxy-5-tert-butyldiphenylsilyloxy-2,4-methylenedioxypentanal 

Relevant academic research and scientific papers

Synthesis of Fluorinated Amides Starting from Carbohydrates Based on the Claisen Rearrangement

The search for new methods for installation of fluorine atoms into organic molecules is still a widely studied issue. In this work, an efficient synthetic protocol for the synthesis of fluorine-containing amides derived from sugar has been presented. This approach involved the Claisen rearrangement of previously obtained fluorinated vinyl ethers. The three fluorinated olefins: 1,1,3,3,3-pentafluoroprop-1-ene (2H-PFP), 1,2,3,3,3-pentafluoroprop-1-ene (1H-PFP) and hexafluoroprop-1-ene (HFP) were used as a source of fluorine. New compounds were characterized by 1H, 19F and 13C NMR spectroscopy and high resolution mass spectrometry. The X-ray crystal structures of some fluorinated derivatives were obtained confirming structure, geometry and absolute configuration. The resulting molecules, due to possibility of further transformation of their functional groups, can be valuable fluorinated scaffolds for the synthesis of subsequent chemical compounds.

Preparation of chiral sugar-derived fluorides using new nucleophilic fluorinating reagents

New fluorinating reagents, composed of (S)-2-(diphenylmethyl)pyrrolidine and 1,1,3,3,3-pentafluoropropene/hexafluoropropene, have been found to be an effective system for nucleophilic deoxyfluorination. Regio- and stereoselectivity of deoxyfluorination of sugar-derived allylic, benzylic and propargylic alcohols with new reagents have been studied.

Synthesis of polyhydroxylated decalins via two consecutive one-pot reactions: 1,4-Addition/aldol reaction followed by RCM/syn-dihydroxylation

Synthesis of novel polyhydroxylated derivatives of decalin is described. The presented methodology consists in a one-pot copper-catalyzed 1,4-addition of vinylmagnesium bromide to sugar-derived cyclohexenone, followed by an aldol reaction with a derivativ

Iterative asymmetric allylic substitutions: Syn- and anti-1,2-diols through catalyst control

A copper-catalyzed asymmetric allylic boronation (AAB) gives access to syn- and anti-1,2-diols. The method facilitates an iterative strategy for the preparation of polyols (see scheme), such as the fully differentiated L-ribo-tetrol and protected D-arabin

PROCESS FOR PREPARING NEBIVOLOL

The present invention relates to a process for preparing nebivolol and, more particularly, to a process for preparing d-nebivolol and its enantiomer /-nebivolol or acid addition salts thereof starting from commercially available or easily obtainable 2,2-dimethyl-l,3 dioxolane-4- carbaldehyde and a vinyl Grignard reagent.

A convenient and versatile method for the preparation of α-hydroxymethyl ketone derivatives from the corresponding allyl silyl ethers or allyl carboxylates

The ozonolysis of 1-substituted allyl silyl ethers or 1-substituted allyl carboxylates followed by treatment with bases gave the corresponding α-silyloxymethyl- or α-acyloxymethyl-ketones in good yields. It is proposed to proceed via the corresponding α-silyloxy- or α-acyloxyaldehydes intermediates followed by 1,4-group migration. The results of theoretical calculations are applicable to explain the experimental results.

Total synthesis of (+)-mycalamide A

A convergent total synthesis of (+)-mycalamide A is described. A Yb(OTf)3-TMSCl catalytic system is used to synthesize a trioxadecalin ring system, which contains the right segment of mycalamide A. In addition, a tetrahydropyran ring, which is

Convergent total synthesis of (+)-mycalamide A

The details of a convergent total synthesis of (+)-mycalamide A are descri7bed. Yb(OTf)3-TMSCl-catalyzed cross-aldol reaction conditions are used to synthesize the right segment of mycalamide A. In this reaction, an acid-sensitive aldehyde reacts with methyl trimethylsilyl dimethylketene acetal without epimerization to provide the desired aldol adduct. Additionally, a tetrahydropyran ring, which is the left segment of mycalamide A, is prepared using a novel one-pot δ-lactone formation methodology. Both segments are constructed from a common starting material, D-mannitol. These segments are then coupled in the presence of BuLi, and the functional groups are transformed to complete the synthesis of (+)-mycalamide A.

Synthesis of unusual amino acids: N-(tert-butoxycarbonyl)-L-vinyl glycine and N-(tert-butoxycarbonyl)-L-homophenylalanine

The synthesis of the unusual amino acids N-(tert-butoxycarbonyl)-L-vinyl glycine and N-(tert-butoxycarbonyl)-L-homophenylalanine starting from commercially available D-xylose via an alkylative fragmentation method is described.

Synthetic studies toward phorboxazole A. stereoselective synthesis of the C(28)-C(46) side chain fragment.

A stereoselective synthesis of the C(28)-C(46) fragment (3) of phorboxazole A is described. Key advances include an enantioselective allylation to establish the stereochemistry of the tetrahydropyran unit and a useful SmI(2)-mediated modification of the B