234081-94-8

Basic information

• Product Name: 8-(tert-Butoxy)-8-oxooctanoic acid
• Synonyms: 8-(tert-Butoxy)-8-oxooctanoic acid;Octanedioic acid mono-tert-butyl ester
• CAS NO: 234081-94-8
• Molecular Formula: C₁₂H₂₂O₄
• Molecular Weight: 230.30068
• Mol File: 234081-94-8.mol

Chemical Properties

• Boiling Point: 324.8±25.0 °C(Predicted)
• Appearance: /
• Density: 1.024±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 4.76±0.10(Predicted)
• CAS DataBase Reference: 8-(tert-Butoxy)-8-oxooctanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 8-(tert-Butoxy)-8-oxooctanoic acid(234081-94-8)
• EPA Substance Registry System: 8-(tert-Butoxy)-8-oxooctanoic acid(234081-94-8)

Safety Data

• Hazardous Substances Data: 234081-94-8(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
8-(tert-Butoxy)-8-oxooctanoic acid is used as a building block or intermediate in the synthesis of various organic compounds. Its unique structure and acidic properties make it a valuable component in the creation of complex molecules for pharmaceutical, agricultural, or industrial applications.
Used in Pharmaceutical Industry:
8-(tert-Butoxy)-8-oxooctanoic acid is used as a precursor in the development of new drugs. Its acidic and functional groups can be utilized to form derivatives with potential therapeutic properties, contributing to the advancement of medicine.
Used in Material Science:
8-(tert-Butoxy)-8-oxooctanoic acid is used as a component in the formulation of new materials with specific properties. Its reactivity and polarity can be exploited to create materials with tailored characteristics for use in various industries, such as electronics or automotive.
Used in Research and Development:
8-(tert-Butoxy)-8-oxooctanoic acid is used as a research compound in scientific studies. Its unique structure and properties make it an interesting subject for investigation, potentially leading to new discoveries and applications in various fields.

Upstream product

• 505-48-6 octane-1,8-dioic acid 
• 75-65-0 tert-butyl alcohol 
• 137299-08-2 tert-butyl 7-(methoxycarbonyl)heptanoate 
• 3946-32-5 suberic acid monomethyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 10521-06-9 oxonane-2,9-dione 

Downstream Products

• 97134-11-7 (9S,10E,12S,13S)-(-)-9,12,13-trihydroxy-10-octadecenoic acid 
• 234081-84-6 7-[(S)-1-Benzyloxycarbonyl-2-((S)-1,2-bis-hexadecylcarbamoyl-ethylcarbamoyl)-ethylcarbamoyl]-heptanoic acid 
• 401901-41-5 tert-butyl 8-hydroxyoctanoate 
• 234081-74-4 7-[(S)-1-Benzyloxycarbonyl-2-((S)-1,2-bis-hexadecylcarbamoyl-ethylcarbamoyl)-ethylcarbamoyl]-heptanoic acid tert-butyl ester 

Relevant articles and documents

Total synthesis of pinellic acid, a potent oral adjuvant for nasal influenza vaccine. Determination of the relative and absolute configuration

Pinellic acid (1), isolated from a medicinal plant Pinelliae tuber, has potent adjuvant activity. The absolute configuration of pinellic acid was expected by derivatization of this compound and CD exciton chirality method. A convergent synthetic route to pinellic acid has been developed via regioselective asymmetric dihydroxylation and stereoselective reduction. The absolute configuration of pinellic acid was determined to be 9S,12S,13S, by comparing with the spectra data of natural and synthetic compounds.

Molecular umbrella as a nanocarrier for antifungals

A molecular umbrella composed of two O‐sulfated cholic acid residues was applied for the construction of conjugates with cispentacin, containing a “trimethyl lock” (TML) or o‐dithiobenzylcarbamoyl moiety as a cleavable linker. Three out of five conjugates

CLIPTAC COMPOSITION

This invention relates to proteolysis targeting chimeric molecules formed from the intracellular self-assembly of precursors via bioorthogonal click chemistry (CLIPTACs), as well as related precursor compositions, methods and therapeutic applications.

Total synthesis, elucidation of absolute stereochemistry, and adjuvant activity of trihydroxy fatty acids

Pinellic acid from the tuber of Pinellia ternate, an active herbal component of the traditional Japanese herbal (Kampo) medicine Sho-seiryu-to, is a C18 trihydroxy fatty acid whose absolute stereochemistry has now been determined. All stereoisomers of pinellic acid were synthesized via regioselective asymmetric dihydroxylation, regioselective inversion, and stereoselective reduction in order to determine their absolute stereochemistries and adjuvant activities. Among this series of isomers, the (9S,12S,13S)-compound, which is a natural product, exhibited the most potent adjuvant activity. Spectral data for all of the stereoisomers of the 1,2-allylic diols were compared and related to their stereochemistries.

VACCINE PREPARATION CONTAINING FATTY ACID AS COMPONENT

The present invention provides an adjuvant that is a hydroxy unsaturated fatty acid or a derivative thereof, as well as a vaccine preparation containing the adjuvant as a constituent. For example, a vaccine shows sufficient activity to enhance the immunity when a hydroxy unsaturated fatty acid having the following structure is administered:

Trigger lipids inducing pH-dependent liposome fusion

Aspartic acid-derived artificial lipids (ADLs; s indicates the number of the methylene groups, s=2, 4, 6, 8, 10, 12) (Scheme 1) with various carboxyl alkyl chains as head groups are designed and synthesized, which are incorporated into liposome membranes by sonication. Fluorescence resonance energy transfer (FRET) measurements indicate that ADL6, ADL8 and ADL10 have high lipid-mixing ability in the acidic solution. The other ADLs, however, do not induce remarkable liposome fusion at acidic nor neutral pH. The hydrophobicity of the head groups of ADL6, ADL8 and ADL10 is suitable as triggers of membrane fusion.

Non-peptidic liposome-fusion compounds at acidic pH

Liposomes including aspartic acid-derived artificial lipids (ADL) with various carboxy alkyl chains as head groups (ADLn; n indicates the number of the methylene groups, n = 2,4,6,8,10,12) are prepared, in which ADL6 and ADL8 liposomes induce remarkably high lipid-mixing in the acidic region.