104596-85-2

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
(S)-4-(2-IODO-ETHYL)-2,2-DIMETHYL-[1,3]DIOXOLANE is used as an intermediate in the synthesis of pharmaceuticals and agrochemicals for its ability to form carbon-carbon and carbon-heteroatom bonds, which are crucial in the development of various drugs and agrochemical products.
Used in Organic Synthesis:
In the field of organic synthesis, (S)-4-(2-IODO-ETHYL)-2,2-DIMETHYL-[1,3]DIOXOLANE is used as a chiral building block for its unique structural properties that contribute to the creation of complex organic molecules.
Used in Medicinal Chemistry:
(S)-4-(2-IODO-ETHYL)-2,2-DIMETHYL-[1,3]DIOXOLANE is used as a chiral auxiliary in medicinal chemistry, playing a vital role in the development of enantiomerically pure compounds, which are essential for the efficacy and safety of many pharmaceuticals.
Used in Asymmetric Synthesis:
In the field of asymmetric synthesis, (S)-4-(2-IODO-ETHYL)-2,2-DIMETHYL-[1,3]DIOXOLANE is used to induce chirality in chemical reactions, leading to the formation of enantiomerically enriched products that are valuable in the synthesis of biologically active molecules.
Overall, (S)-4-(2-IODO-ETHYL)-2,2-DIMETHYL-[1,3]DIOXOLANE is a versatile and essential compound in various industries, particularly in the development and synthesis of pharmaceuticals, agrochemicals, and other organic molecules. Its unique properties as a chiral building block and reagent make it a valuable asset in the field of chemistry. However, due to its flammable nature, it is crucial to handle it with care and ensure proper safety measures are in place.

Upstream product

• 453-20-3 3-Hydroxytetrahydrofuran 
• 67-64-1 acetone 
• 32233-43-5 2-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol 
• 94992-56-0 (S)-1,2-O-isopropylidene-4-O-<(4-methylphenyl)sulfonyl>-1,2,4-butanetriol 
• 97-67-6 (S)-Malic acid 
• 42890-78-8 (S)-(-)-isopropylidenedioxybutyl bromide 
• 95422-24-5 methyl (3S)-3,4-O-isopropylidene-3,4-dihydroxybutanoate 
• 83470-62-6 methanesulfonic acid 2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-ethyl ester 

Downstream Products

• 138253-37-9 1-[2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-ethyl]-2-oxo-cyclohexanecarboxylic acid ethyl ester 
• 36326-34-8 (S)-(5,5-dimethyltetrahydrofuran-2-yl)methanol 
• 1154488-42-2 (S)-ethyl 2-(3,4-dimethoxyphenyl)-4-(2,2-dimethyl-1,3-dioxolan-4-yl)butanoate 
• 1178541-00-8 (R,Z)-2-amino-7-(4-fluoro-2-(6-methoxypyridin-2-yl)phenyl)-4-methyl-7,8-dihydropyrido[4,3-d]pyrimidin-5(6H)-one O-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyloxime 
• 1178540-43-6 (R,Z)-2-amino-7-(2-bromo-4-fluorophenyl)-4-methyl-7,8-dihydro-2-[14C]-pyrido[4,3-d]pyrimidin-5(6H)-one O-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl oxime 
• 1436382-65-8 (S)-4-O-(2-hydroxy-4-nitrophenyl)-1,2-O-isopropylidene-1,2,4-butanetriol 
• 1376191-48-8 (S)-4-(4-chlorophenyl)-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-N-[3-(4-methylpiperazin-1-yl)propyl]-3-{4-[4-(4-nitrophenyl)piperazin-1-yl]phenyl}-1H-pyrrole-2-carboxamide 
• 1376191-39-7 (S)-ethyl 4-(4-chlorophenyl)-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-3-(4-iodophenyl)-1H-pyrrole-2-carboxylate 
• 1376190-98-5 (S)-ethyl 4-(4-chlorophenyl)-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-3-(3-iodophenyl)-1H-pyrrole-2-carboxylate 
• 1376190-88-3 (S)-ethyl 4-(4-chlorophenyl)-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-3-phenyl-1H-pyrrole-2-carboxylate 
• 1314887-12-1 (S)-methyl 4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-phenylbutanoate 
• 101-41-7 benzeneacetic acid methyl ester 
• 119435-06-2 (1S,5S)-5-(2-Benzyloxy-ethyl)-6,8-dioxa-bicyclo[3.2.1]octane 
• 119385-25-0 [(2S,6R)-6-(2-Benzyloxy-ethyl)-tetrahydro-pyran-2-yl]-methanol 

Relevant academic research and scientific papers

A short and versatile route to chiral spiroketal skeletons

Different chiral spiroketal skeletons are obtained, in a versatile manner, by iterative alkylations of acetone N,N-dimethylhydrazone with iodides 2 followed by a one-pot deprotection/spirocyclization sequence. This methodology has been applied successfull

SYNTHESES OF 1-OXAQUINOLIZIDINES VIA REDUCTIVE CYCLIZATION OF HYDROXY-LACTAMS

The synthesis of the 1-oxaquinolizidine moiety of xestospongin A via reductive iminium ion formation from a lactam is described. Key Words: 1-oxaquinolizidine; iminium ion; "ate" complex from DIBAL and n-BuLi; xestospongin A; iminium ion-enamine tautomeri

6,7-DIHYDRO-5H-PYRIDO[2,3-C]PYRIDAZINE DERIVATIVES AND RELATED COMPOUNDS AS BCL-XL PROTEIN INHIBITORS AND PRO-APOPTOTIC AGENTS FOR TREATING CANCER

The present invention discloses 6,7-dihydro-5H-pyrido[2,3- c]pyridazine, 1,2,3,4-tetrahydroquinoline, 1H-indole, 3,4- dihydro-2H-1,4-benzoxazine, 1H-pyrrolo[2,3-b]pyridin-1-yl, 7H- pyrrolo[2,3-c]pyridazine, 5H,6H,7H,8H,9H-pyridazino[3,4-b]azepine derivatives and related compounds of formula (I) as Bcl-xL protein inhibitors for use as pro-apoptotic agents for treating cancer, autoimmune diseases or immune system diseases. Formula (I). The description discloses the preparation of exemplary compounds (e.g. pages 113 to 354 examples 1 to 221) as well as pharmacological studies with relevant data (e.g. pages 355 to 367; examples A to E; tables 1 to 5). Exemplary compounds are e.g. 2-{6-[(1,3-benzothiazol-2-yl) amino]-1,2,3,4-tetrahydroquinolin-1-yl}-1,3-thiazole-4-carboxylic acid (example 1) or e.g. 3-{1-[(adamantan-1-yl)methyl]-5- methyl-1H-pyrazol-4-yl}-6-{3-[(1,3-benzothiazol-2-yl)amino]-4- methyl-5H,6H,7H,8H-pyrido[2,3-c]pyridazin-8-yl]pyridine-2-carboxylic acid (example 24).

Toward an Asymmetric Synthesis of Bistramide K

The bistramides family has shown antitumoral activity. More specifically bistramide K exhibits lower toxicity than its congeners. In this work, we describe a highly stereoselective and convergent synthesis of two building blocks of the marine metabolite b

Synthesis of non-hydrolysable mimics of glycosylphosphatidylinositol (GPI) anchors

Synthesis of first generation non-hydrolysable C-phosphonate GPI analogs, viz., 6-O-(2-amino-2-deoxy-α-d-glucopyranosyl)-d-myo-inositol-1-O-(sn-3,4- bis(palmitoyloxy)butyl-1-phosphonate) 23a and 6-O-(2-amino-2-deoxy-α-d- glucopyranosyl)-d-myo-inositol-1-O-(sn-2,3-bis(palmitoyloxy)propyl-1- phosphonate) 23b, is reported. The target compounds were synthesized by the coupling of α-pseudodisaccharide 21 with phosphonic acids 18a and 18b respectively in quantitative yield followed by de-protection. These synthetic C-phosphonate GPI-probes were resistant to phosphatidylinositol specific phospholipase C (PI-PLC) and also showed moderate inhibition of the enzyme activity. The Royal Society of Chemistry.

AMINO GROUP-CONTAINING PYRROLIDINONE DERIVATIVE

[Problems to be Solved by the Invention] To provide a drug having excellent antibacterial activity against Gram-positive bacteria and Gram-negative bacteria and also being excellent in terms of safety. [Means for Solving the Problems] A compound represented by the following formula (I) or a salt thereof: wherein R represents a hydrogen atom, a hydroxy group, or a halogen atom m represents an integer 0, 1, or 2, n represents an integer 0 or 1 Ar1 represents a bicyclic heterocyclic group represented by the following formula: wherein Aa represents a nitrogen atom or C-Ra, Ab represents a nitrogen atom or C-Rb, and Ac represents a nitrogen atom or C-Rc, Ra, Rb, and Rc independently represent a hydrogen atom or an alkyl group containing 1 to 6 carbon atoms, R1 and R2 independently represent a hydrogen atom, an alkoxy group containing 1 to 6 carbon atoms, a halogenoalkoxy group containing 1 to 6 carbon atoms, a halogen atom, or a cyano group, Ar2 represents a bicyclic heterocyclic group represented by the following formulae:

The first total synthesis of cytopiloyne, an anti-diabetic, polyacetylenic glucoside

The first total synthesis of cytopiloyne 1, a novel bioactive polyacetylenic glucoside isolated from the extract of Bidens pilosa, is described. The structure of cytopiloyne was determined to be 2-β-D-glucopyranosyloxy-1-hydroxytrideca-5,7,9,11-tetrayne by using various spectroscopic methods, but the chirality of the polyyne moiety was unknown. Herein, the convergent synthesis of two diastereomers of cytopiloyne by starting from commercially available 4-(2-hydroxyethyl)-2,2-dimethyl-1,3-diozolane is described. The synthetic sequence involved two key steps: stereoselective glycosylation of the glucosyl trichloroacetimidate with 1-[(4-methoxybenzyl)oxy] hex-5-yn-2-ol to give the desired β-glycoside and the construction of the glucosyl tetrayne skeleton by using a palladium/silver-catalyzed cross-coupling reaction to form the alkyne-alkyne bond, the first such use of this reaction. Comparison between the observed and published characterization data showed the 2R isomer to be the natural product cytopiloyne.

OXIM DERIVATIVES AS HSP90 INHIBITORS

The invention relates to HSP90 inhibiting compounds consisting of the formula: (I) wherein the variables are as defined herein. The invention also relates to pharmaceutical compositions, kits and articles of manufacture comprising such compounds; methods and intermediates useful for making the compounds; and methods of using said compounds.

Synthetic studies towards the marine natural product palmerolide A: Synthesis of the C3-C15 and C16-C23 fragments

The synthesis of the C3-C15 and C16-C23 fragments of the marine natural product palmerolide A has been achieved. Georg Thieme Verlag Stuttgart.

Synthesis and applications of C2-symmetric guanidine bases

The preparation of tetracyclic C2-symmetric guanidinium salts is reported together with their application to enantioselective transformations.