비천연형 D(-)주석산 C화학적 특성, 용도, 생산
개요
D-Tartaric acid, also known as (S, S)-tartrate or D-threaric acid, belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. D-Tartaric acid has been detected but not quantified in loquats (Eriobotrya japonica). This could make D-tartaric acid a potential biomarker for consuming these foods. D-Tartaric acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve as defense or signalling molecules. In some cases, they are molecules that arise from the incomplete metabolism of other secondary metabolites.
화학적 성질
D-Tartaric acid is a white crystalline dicarboxylic acid found in many plants, particularly tamarinds and grapes. It is an acidulant that occurs naturally in grapes. It is hygroscopic and rapidly soluble, with a solubility of 150 g in 100 ml of distilled water at 25°c. It has a slightly tarter taste than citric acid, with a tartness equivalent of 0.8–0.9. It augments the flavor of fruits in which it is a natural constituent. It is used in grapeand limeflavored beverages and grape-flavored jellies. It is used as an acidulant in baking powder and as a synergist with antioxidants to prevent rancidity.
용도
D-(-)-Tartaric acid is commonly used as a resolving agent in organic synthesis. It is the synthetic enantiomer of L-(+)-Tartaric acid and is utilized in the production of synthetic analgesics. Tartaric acid is the second largest alpha hydroxy acid (AHA) in terms of size, with glycolic acid being the smallest and citric acid being the largest. It serves as a precursor for the synthesis of ester derivatives such as D-tartaric acid diethyl ester, D-tartaric acid dimethyl ester, and D-tartaric acid diiso-propyl ester. Moreover, it is employed in the creation of chiral aziridine derivative, which is a common intermediate for manufacturing hydroxyethylamine class HIV protease inhibitors like saquinavir, amprenavir, and nelfinavir. In the food industry, it is extensively used as a beer foaming agent, for regulating food acidity, and as a flavoring agent. However, due to its challenging workability and potential skin irritation, it is not frequently utilized in cosmetic or anti-aging preparations.
정의
ChEBI: D-tartaric acid is the D-enantiomer of tartaric acid. It has a role as an Escherichia coli metabolite. It is a conjugate acid of a D-tartrate(1-). It is an enantiomer of a L-tartaric acid.
일반 설명
D-(-)-Tartaric acid is a polycrystalline solid, widely used as food additive. It has been reported to exhibit piezoelectric effect.
Purification Methods
Crystallise the acid from distilled H2O or *benzene/diethyl ether containing 5% of pet ether (b 60-80o) (1:1). Soxhlet extraction with diethyl ether has been used to remove an impurity absorbing at 265nm. It has also been crystallised from absolute EtOH/hexane and dried in a vacuum for 18hours [Kornblum & Wade J Org Chem 52 5301 1987]. [Beilstein 3 IV 1229.]
비천연형 D(-)주석산 준비 용품 및 원자재
원자재
준비 용품
(1R,2R)-(-)-1,2-Diaminocyclohexane
(-)-Taddol
(R)-1-Boc-3-(히드록시메틸)피페리딘
(-)-(1S,4R)-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID
(R)-(-)-3-퀴누클리디놀
(-)-DIOP
트랜스-2,5-디메틸피페라진
(S,S)-1,2-디페닐 에틸렌디아민
(R,R)-(+)-BIS(ALPHA-METHYLBENZYL)AMINE HYDROCHLORIDE
(S)-(+)-3-퀴누클리디놀
1H-아제핀-4-카르복실산,헥사히드로-,메틸에스테르,(4S)-(9CI)
(S)-3-아미노퀴누클리딘이염산염
(R)-(+)-BORNYLAMINE
(-)-디메틸D-타르트레이트
DI-(4-TOLUOYL)-L-타르타르산무수물
(3S,4S)-(-)-1-벤질-3,4-비스(디페닐포스피노)피롤리딘
(S)-1-Boc-3-(히드록시메틸)피페리딘
(+)-디메틸2,3-O-벤질리덴-D-타르트레이트
(2S 3S 5S 6S)-5 6-DIMETHOXY-5 6-DIMETHY&