146004-98-0

Basic information

• Product Name: 16-(Benzyloxy)-16-Oxohexadecanoic Acid
• Synonyms: 16-(Benzyloxy)-16-Oxohexadecanoic Acid;Hexadecanedioic acid, 1-(phenylmethyl) ester
• CAS NO: 146004-98-0
• Molecular Formula: C₂₃H₃₆O₄
• Molecular Weight: 376.52954
• Mol File: 146004-98-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 505.8±23.0 °C(Predicted)
• Appearance: /
• Density: 1.023±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.78±0.10(Predicted)
• CAS DataBase Reference: 16-(Benzyloxy)-16-Oxohexadecanoic Acid(CAS DataBase Reference)
• NIST Chemistry Reference: 16-(Benzyloxy)-16-Oxohexadecanoic Acid(146004-98-0)
• EPA Substance Registry System: 16-(Benzyloxy)-16-Oxohexadecanoic Acid(146004-98-0)

Safety Data

• Hazardous Substances Data: 146004-98-0(Hazardous Substances Data)

Usage

Description

16-(Benzyloxy)-16-Oxohexadecanoic Acid, also known as 16-BODOHA, is a synthetic compound that belongs to the class of fatty acids. It is a derivative of palmitic acid, featuring a benzyl group attached to the hydroxyl group at the 16th carbon and a ketone group at the same position. This unique structure endows 16-BODOHA with potential pharmaceutical applications and makes it a valuable building block in organic chemistry and drug development for the synthesis of various bioactive molecules.

Uses

Used in Pharmaceutical Applications:
16-(Benzyloxy)-16-Oxohexadecanoic Acid is used as a pharmaceutical agent for its potential anti-inflammatory and anti-cancer properties. Its unique structure allows it to modulate biological pathways and target specific cellular processes, making it a promising candidate for the development of new therapeutics.
Used in Organic Chemistry:
In the field of organic chemistry, 16-(Benzyloxy)-16-Oxohexadecanoic Acid serves as a versatile building block for the synthesis of a wide range of bioactive molecules. Its chemical properties enable the creation of diverse compounds with potential applications in various industries.
Used in Drug Development:
16-(Benzyloxy)-16-Oxohexadecanoic Acid is utilized in drug development as a key intermediate in the synthesis of novel pharmaceuticals. Its unique structure and functional groups facilitate the design and synthesis of new drug candidates with improved efficacy and selectivity.
Used in Chemical Synthesis Industry:
In the chemical synthesis industry, 16-(Benzyloxy)-16-Oxohexadecanoic Acid is employed as a valuable precursor for the production of various specialty chemicals and materials. Its unique structure and reactivity make it suitable for the development of innovative products with specific properties and applications.

Upstream product

• 1460-18-0 pentadecanedioic acid 
• 104-57-4 benzyl formate 
• 100-51-6 benzyl alcohol 
• 1034470-47-7 hexadecanedioic acid-anhydride 
• 505-54-4 thapsic acid 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 

Downstream Products

• 949588-04-9 benzylhexadecandioyl-L-Glu-OBn 
• 949588-05-0 benzylhexadecandioyl-L-Glu(OSu)-OBn 
• 949588-03-8 benzyl 16-((2,5-dioxopyrrolidin-1-yl)oxy)-16-oxohexadecanoate 
• 1292292-57-9 C₅₁H₈₁NO₈ 
• 1292292-52-4 C₅₂H₈₄NO₈⁽¹⁺⁾*I^(1-) 
• 362707-53-7 1,14-tetradecanedicarboxylic acid monochloride monobenzyl ester 

Relevant articles and documents

Method for preparing long aliphatic chain diacid derivative and application of long aliphatic chain diacid derivative

The invention provides a method for preparing a long aliphatic chain diacid derivative. The method comprises the following steps of: (1) carrying out a cyclization reaction on long aliphatic chain diacid, the long aliphatic chain diacid having a structure as shown in a formula (A); (2) reacting the long aliphatic chain diacid cyclization product with benzyl alcohol to obtain long aliphatic chain diacid monobenzyl ester; (3) carrying out an esterification reaction on the long aliphatic chain diacid monobenzyl ester and N-hydroxysuccinimide so as to obtain long aliphatic chain diacid succinimide benzyl ester; (4) carrying out a nucleophilic addition amidation reaction on the long aliphatic chain diacid succinimide benzyl ester and a compound as shown in a formula (B) to obtain a compound as shown in a formula (C); (5) carrying out an esterification reaction on the compound as shown in the formula (C) and N-hydroxysuccinimide again so as to obtain a compound as shown in a formula (D); and (6) carrying out a debenzylation reaction on the compound shown in the formula (D) so as to obtain a compound shown in a formula (E).

Preparation method of long-chain diacid mono-benzyl ester compound

The invention relates to the field of chemical organic synthesis, in particular to a preparation method of a long-chain diacid mono-benzyl ester compound. The preparation method comprises the following steps: taking long-chain dicarboxylic acid as an initial raw material, firstly preparing a dibenzyl ester compound, and then carrying out lithium hydroxide mono-hydrolysis to obtain the long-chain diacid mono-benzyl ester compound. The provided preparation method overcomes the defects of long steps, complex method, poor selectivity and low yield of a traditional process. Besides, the prepared long-chain diacid mono-benzyl ester compound is used as an important synthesis intermediate, has an active reaction group and can be used for preparing a series of long-chain compounds.

Improved Syntheses of Benzyl Hydraphile Synthetic Cation-Conducting Channels

The tris(macrocycle)s that function in bilayer membranes as ion channels have recently shown versatile new applications such as antibiotic synergists and as agents for direct injection chemotherapy. This report records the development of new and versatile approaches to these molecules that produce significantly better overall yields for a group of previously reported hydraphiles having spacer chains ranging from octylene to hexadecylene.