(-)-Dimethyl D-tartrate

The IUPAC name of (-)-Dimethyl D-tartrate is dimethyl (2S,3S)-2,3-dihydroxybutanedioate. With the CAS registry number 13171-64-7 and EINECS 236-118-6, it is also named as Dimethyl (S(R*,R*))-tartrate. The product's categories are Chiral Compounds; API Intermediates; Chiral Building Blocks; Esters (Chiral); Synthetic Organic Chemistry; Chiral Chemicals; Hydroxy Acids & Deriv.; Chiral Compound. It is colorless to light yellow liquid which is stable under normal temperature and pressure. Additionally, the storage environment should be well-ventilated, low-temperature and dry.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -1.35; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.35; (4)ACD/LogD (pH 7.4): -1.35; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 4.38; (8)ACD/KOC (pH 7.4): 4.37; (9)#H bond acceptors: 6; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 71.06 Å²; (13)Index of Refraction: 1.47; (14)Molar Refractivity: 36.38 cm³; (15)Molar Volume: 130.3 cm³; (16)Polarizability: 14.42×10^-24 cm³; (17)Surface Tension: 51.1 dyne/cm; (18)Enthalpy of Vaporization: 60.21 kJ/mol; (19)Vapour Pressure: 0.000467 mmHg at 25°C; (20)Rotatable Bond Count: 5; (21)Exact Mass: 178.047738; (22)MonoIsotopic Mass: 178.047738; (23)Topological Polar Surface Area: 93.1; (24)Heavy Atom Count: 12; (25)Complexity: 157.

Preparation of (-)-Dimethyl D-tartrate: It can be obtained by methanol and (2S,3S)-2,3-dihydroxy-succinic acid. This reaction needs reagent SOCl₂.

Uses of (-)-Dimethyl D-tartrate: It is mainly used for synthetizing chiral drugs, chiral intermediates and used in asymmetric catalysis. It also can react with 1-oxobenzocyclobutene to get 1-((7R,8R)-7,8-dimethoxycarbonylethylenedioxy)benzocyclobutene. This reaction needs reagent p-toluene sulfonic acid. The yield is 34%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin, so people should avoid contacting with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing and gloves.

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C(OC)[C@@H](O)[C@H](O)C(=O)OC
2. InChI:InChI=1/C6H10O6/c1-11-5(9)3(7)4(8)6(10)12-2/h3-4,7-8H,1-2H3/t3-,4-/m0/s1
3. InChIKey:PVRATXCXJDHJJN-IMJSIDKUBK