6318-30-5

Usage

Uses

Used in Pharmaceutical and Chemical Industries:
(S)-4,5-ISOPROPYLIDENE-1-PENTANOL is used as a building block for the synthesis of various compounds due to its versatile chemical properties and stability.
Used in Cosmetic Products:
(S)-4,5-ISOPROPYLIDENE-1-PENTANOL is used as a solvent and a fragrance ingredient in cosmetic products, benefiting from its pleasant odor and compatibility with other ingredients.
Used as a Solvent:
(S)-4,5-ISOPROPYLIDENE-1-PENTANOL is used as a solvent in various applications, taking advantage of its ability to dissolve a wide range of substances and its compatibility with different materials.
Considering its safety and lack of significant health risks when handled and used properly, (S)-4,5-ISOPROPYLIDENE-1-PENTANOL is a reliable chemical for use in multiple industries.

InChI:InChI=1/C8H16O3/c1-8(2)10-6-7(11-8)4-3-5-9/h7,9H,3-6H2,1-2H3

Upstream product

• 14697-46-2 1,2,5-pentanetriol 
• 67-64-1 acetone 
• 77-76-9 2,2-dimethoxy-propane 
• 96392-13-1 (2R)-4-Bromo-1,2-O-isopropylidenebutane-1,2-diol 
• 36326-39-3 Ethyl 4,5-O-isopropylidene-(S)-4,5-dihydroxypentanoate 
• 173152-84-6 ethyl (R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propionate 
• 21461-84-7 (2S)-tetrahydro-5-oxofuran-2-carboxylic acid 
• 56-86-0 L-glutamic acid 
• 110-87-2 3,4-dihydro-2H-pyran 
• 5470-86-0 1,2,5-triacetoxypentane 
• 173152-85-7 (R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propionic acid 

Downstream Products

• 4568-67-6 (+/-)-5-benzyloxy-1,2-isopropylidenedioxypentane 
• 106681-49-6 5-N-pyrrolylpentane-1,2-diol 1-p-toluenesulfonate 
• 197365-59-6 1-(pent-4-en-1-yl)-1H-pyrrole 
• 163002-20-8 tert-Butyl-((Z)-(R)-6-oxiranyl-hex-3-enyloxy)-diphenyl-silane 
• 163002-19-5 tert-Butyl-[(Z)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-hex-3-enyloxy]-diphenyl-silane 
• 163060-86-4 [(2S,5S,2'S,5'R,2''S,5''S)-5''-(tert-Butyl-diphenyl-silanyloxymethyl)-dodecahydro-[2,2';5',2'']terfuran-5-yl]-methanol 
• 163060-85-3 [(2R,5S,2'R,5'R,2''S,5''S)-5''-(tert-Butyl-diphenyl-silanyloxymethyl)-dodecahydro-[2,2';5',2'']terfuran-5-yl]-methanol 
• 1020733-14-5 4-[3-(2,2-dimethyl-1,3-dioxolan-4-yl)propoxy]-2,3-dimethylpyridine 1-oxide 
• 132970-45-7 (R)-2-tert-Butoxycarbonylamino-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentanoic acid benzyl ester 
• 132970-44-6 (S)-2-tert-Butoxycarbonylamino-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentanoic acid benzyl ester 
• 132970-36-6 (Z)-2-tert-Butoxycarbonylamino-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pent-2-enoic acid benzyl ester 
• 132990-94-4 (E)-2-tert-Butoxycarbonylamino-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pent-2-enoic acid benzyl ester 
• 132970-50-4 Hexadecanoic acid (1R,5R)-5-benzyloxycarbonyl-5-hexadecanoylamino-1-hexadecanoyloxymethyl-pentyl ester 
• 132990-96-6 Hexadecanoic acid (1R,5S)-5-benzyloxycarbonyl-5-hexadecanoylamino-1-hexadecanoyloxymethyl-pentyl ester 

Relevant academic research and scientific papers

Identification of a Water-Soluble Indirubin Derivative as Potent Inhibitor of Insulin-like Growth Factor 1 Receptor through Structural Modification of the Parent Natural Molecule

Indirubins have been identified as potent ATP-competitive protein kinase inhibitors. Structural modifications in the 5-and 3′-position have been extensively investigated, but the impact of substituents in 5′-position is not equally well-studied. Here, we report the synthesis of new indirubin 3′-and 5′-derivatives in the search of water-soluble indirubins by introducing basic centers. Antiproliferative activity of all compounds in tumor cells was evaluated along with kinase inhibition of selected compounds. The results show the 3′-position to tolerate large substituents without compromising activity, whereas bulk and rigid substituents in 5′-position appear unfavorable. Screening molecular targets of water-soluble 3′-oxime ethers revealed 6ha as preferential inhibitor of insulin-like growth factor 1 receptor (IGF-1R) in a panel of 22 protein kinases and in cells. Consistently, 6ha inhibited tumor cell growth in the NCI 60 cell line panel and induced apoptosis. The results indicate that the 5′-position provides limited space for chemical modifications and identify 6ha as a potent water-soluble indirubin-based IGF-1R inhibitor.

FUSED HETEROCYCLIC COMPOUND

A compound of the formula: wherein ring'' A is a 7-membered or 8-membered nitrogen- containing ring optionally further substituted, ring B is an optionally substituted aryl group or an optionally substituted heteroaryl group, X1 is a group represented by -NR3-Y1-, -0-, -S-, -SO-, -SO2- or -CHR3- wherein R3 is a hydrogen atom or'' an optionally substituted aliphatic hydrocarbon group, or R3 may be bonded to the carbon atom of ring B to form an optionally substituted ring structure, and Y1 is a bond or an optionally substituted C1-4 alkylene, R1 is a hydrogen atom, or an optionally substituted group bonded via a carbon atom or a sulfur atom, the formula = shows a single bond or a double bond, when ===R2 is - R2, R2 is a hydrogen atom, or an optionally substituted group bonded via a carbon atom, a nitrogen atom, an oxygen atom or a sulfur atom, and when ===R2 is =R2, R2 is an oxo group, an optionally substituted alkylidene group, or an optionally, substituted imino group.

Substituted oxygen alicyclic compounds, including methods for synthesis thereof

The invention provides new methods for preparation of cyclic oxygen compounds, including 2,5-disubstituted tetahydrofurans, 2,6-disubstituted tetrahydropyrans, 2,7-disubstituted oxepanes and 2,8-oxocanes. The invention also provides new cyclic oxygen compounds and pharmaceutical compositions and therapeutic methods that comprise such compounds.

Methods for synthesis of substituted tetrahydrofuran compound

The invention includes inter alia new methods for preparation of the pharmaceutically active compound 2-(4-fluorophenoxymethyl)-5-(4-N-hydroxyureidyl-1-butynyl)-tetrahydrofuran and precursors thereof.

Deprotection of tetrahydropyranyl ethers with montmorillonite K-10 clay in methanol

A variety of tetrahydropyranyl (THP) ethers are removed by Montmorillonite K-10 clay in methanol at room temperature to give alcohols. It has been shown that the THP ethers carrying epoxy, methoxymethoxy (MOMO), tertbutyldiphenylsiloxy (TBDP-SO-), acetoxy (AcO-) and benzoyloxy (BzO-) functionalities are stable under the conditions, while the ethers carrying ketal, tertbutyldimethylsioxy (TBSO-) and β,β,β-trichloroethylimidoxy [CCl3C(=NH)O-] functionalities are unstable.

A synthesis of (-)-tashiromine and formal synthesis of (+)-tashiromine utilizing a highly enantioselective pyrrole/cobaloxime π-cation cyclization

Cyclization of (5-N-pyrrolyl-2-hydroxypentyl)cobaloxime (13) proceeds by intramolecular electrophilic aromatic substitution of a cobaloxime π-cation onto the pyrrole ring to provide 6-exo cyclization product (14) in 95% yield. This cyclization is highly enantioselective. It is applied to a synthesis of highly enantioenriched (-)-tashiromine, (-)-21, and a formal synthesis of (+)-tashiromine.

Biocatalytic approaches to both enantiomers of (2R*,3S*)-2-allyloxy-3,4,5,6-tetrahydro-2H-pyran-3-ol

Both enantiomers of (2R*,3S*)-2-allyloxy-3,4,5,6-tetrahydro-2H-pyran-3-ol, a precursor of chiral auxiliary for asymmetric addition of organometallics, and its analog, (2S,3S)-2-ethoxy-3,4,5,6-tetrahydro-2H-pyran-3-ol were prepared by biocatalytic optical resolutions. Lipase-catalyzed enantioselective acetylation of the racemate in organic solvent worked well with a high enantioseleclivity. Pseudomonas cepacia lipase was most effective (E = 11-17) for the kinetic resolution. Under the optimized condition, the products, (2R,3S)-2-allyloxy-3,4,5,6-tetrahydro-2H-pyran-3-ol and (2S,3S)-2-ethoxy analog with more than 97% e.e. were obtained in 31-45% yield with 52-62% conversion. The enantiomer, (2S,3R)-2-allyloxy compound was secured by two ways. The repetition of the lipase-catalyzed acetylation on partially enantiomerically enriched substrate afforded the acetate with a high e.e. (97%). A newly developed double resolution procedure in one-pot reaction was also successful. In this case, the apparent E value via two steps became as high as 71.Copyright

An Enantiomerically Pure Epoxyorganolithium Reagent for the Synthesis of Oligo(tetrahydrofurans) by an Epoxide-Cascade Reaction

Enantiomerically pure oligo(tetrahydrofurans) 17 and 18 have been prepared using an epoxide cascade reaction.The polyepoxide precursors 13 and 14 were synthesized using the enantiomerically pure epoxyorganolithium reagent 3.Thus, addition of 3 to the THF aldehyde 11 gave alcohol 12 with a high Cram selectivity of 95:5.

Pyrroles as Terminators in Cationic Cyclizations. The Preparation of 5,6,7,8-Tetrahydroindolizidines and 6,7,8,9-Tetrahydro-5H-pyrroloazepines

N-(Epoxyalkyl)pyrroles 8-13 are readily prepared either by direct pyrrole N-alkylation with either ω-iodo epoxides or ω-iodo-1,2-alkanediol acetonides followed by conversion to the corresponding epoxides.The cyclizations of these N-(epoxyalkyl)pyrroles were examined with a range of Lewis acids providing cyclized products 14 and 16-21 in moderate to excellent yields.The cyclization products 14, 16, and 20 are formally the products of "anti-Markovnikov" attack on the less substituted epoxide terminus.