CAS 13171-64-7

Dimethyl (2S,3S)-2,3-dihydroxybutanedioate

Description:

Dimethyl (2S,3S)-2,3-dihydroxybutanedioate, also known as dimethyl tartrate, is an organic compound characterized by its diester functional groups derived from tartaric acid. It features two hydroxyl groups and two ester groups, contributing to its solubility in polar solvents such as water and alcohols. The compound is typically a colorless to pale yellow liquid with a sweet, fruity odor. Its stereochemistry is defined by the (2S,3S) configuration, indicating the specific spatial arrangement of its chiral centers, which can influence its reactivity and interactions in biological systems. Dimethyl tartrate is used in various applications, including as a chiral building block in organic synthesis and as a potential intermediate in the production of pharmaceuticals. Additionally, it may serve as a flavoring agent or in the formulation of certain cosmetic products. Safety data indicate that it should be handled with care, as it may cause irritation upon contact with skin or eyes.

Formula: C₆H₁₀O₆

InChI: InChI=1S/C6H10O6/c1-11-5(9)3(7)4(8)6(10)12-2/h3-4,7-8H,1-2H3/t3-,4-/m0/s1

InChI key: InChIKey=PVRATXCXJDHJJN-IMJSIDKUSA-N

SMILES: [C@H]([C@@H](C(OC)=O)O)(C(OC)=O)O

Synonyms:

• (-)-Dimethyl <span class="text-smallcaps">D</span>-tartarate
• (S,S)-Dimethyl tartrate
• <span class="text-smallcaps">D</span>-(-)-Tartaric acid dimethyl ester
• Butanedioic acid, 2,3-dihydroxy-, dimethyl ester, (2S,3S)-
• Butanedioic acid, 2,3-dihydroxy-, dimethyl ester, (R*,S*)-
• Butanedioic acid, 2,3-dihydroxy-, dimethyl ester, [S-(R*,R*)]-
• D-(-)-Tartaric acid dimethyl ester
• Dimethyl (-)-<span class="text-smallcaps">D</span>-tartrate
• Dimethyl (-)-tartrate
• Dimethyl (2S,3S)-2,3-Dihydroxybutanedioate
• Dimethyl 2,3-Dihydroxybutanedioate
• Dimethyl D-Tartrate
• Dimethyl D-Tartrate 99% (99+% Ee/Glc)
• Meso-tartaric acid, dimethyl ester
• Tartaric acid, dimethyl ester, <span class="text-smallcaps">D</span>-(-)-
• dimethyl (2R,3R)-2,3-dihydroxybutanedioate
• dimethyl (2R,3S)-2,3-dihydroxybutanedioate

Dimethyl D-(-)-Tartrate

CAS: 13171-64-7

Formula: C₆H₁₀O₆

Purity: >98.0%(GC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 178.14

Ref: 3B-T1659

Dimethyl D-tartrate, 99%

CAS: 13171-64-7

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₆H₁₀O₆

Purity: 99%

Color and Shape: White, Crystals or powder or crystalline powder or lumps or fused solid

Molecular weight: 178.14

Ref: 02-L11472

Butanedioic acid, 2,​3-​dihydroxy-​, dimethyl ester, (2S,​3S)​-

CAS: 13171-64-7

Formula: C₆H₁₀O₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 178.1400

Ref: IN-DA000ZM3

(-)-Dimethyl-D-tartrate

CAS: 13171-64-7

(-)-Dimethyl-D-tartrate

Purity: 99%

Molecular weight: 178.14g/mol

Ref: 54-OR315280

(2R,3S)-Dimethyl 2,3-dihydroxysuccinate

CAS: 13171-64-7

Purity: 98.0%

Color and Shape: Solid

Molecular weight: 178.13999938964844

Ref: 10-F435683

Dimethyl-D-tartrate

CAS: 13171-64-7

Dimethyl-D-tartrate is an enolate that has been synthesized using a stereoselective and l-tartaric acid. It has been shown to be pharmacologically active in micelles, which may be due to its ability to inhibit the accumulation of D-serine in the brain. Dimethyl-D-tartrate’s pharmacokinetic profile is characterized by a rapid elimination half-life and high clearance rate, which may be due to its metabolism by carbon tetrachloride. Dimethyl-D-tartrate has also been shown to have a strong affinity for l-phenylalanine and micelles, suggesting that it may act as an inhibitor of the enzyme phenylalanine hydroxylase.

Formula: C₆H₁₀O₆

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 178.14 g/mol

Ref: 3D-FD16062