Dimethyl (-)-2,3-O-Isopropylidene-L-tartrate - ≥95%(GC) , CAS No.37031-29-1

CAS: 37031-29-1 Cat. No.: D155495 Molecular Weight: 218.21 Beilstein Registry Number: 15406 EC Number: 609-324-2

GRADE & PURITY ≥95%(GC)

Synonyms

Dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate | I0447 | 1,3-Dioxolane-4,5-dicarboxylic acid, 2,2-dimethyl-, 4,5-dimethyl ester, (4R,5R)-rel- | InChI=1/C9H14O6/c1-9(2)14-5(7(10)12-3)6(15-9)8(11)13-4/h5-6H,1-4H3 | (4R,5R)-Dimethyl 2,2-dimeth

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

(-)-Dimethyl 2,3-O-isopropylidene-L-tartrate may be used as a starting material in the total synthesis of (+)-migrastatin and also in the synthesis of a structural analog of S-ribosylhomocysteinase (LuxS), which acts as a potent competitive inhibitor against LuxS.

Specifications

Synonyms

Dimethyl (4R, 5R)-2, 2-dimethyl-1, 3-dioxolane-4, 5-dicarboxylate | I0447 | 1, 3-Dioxolane-4, 5-dicarboxylic acid, 2, 2-dimethyl-, 4, 5-dimethyl ester, (4R, 5R)-rel- | InChI=1/C9H14O6/c1-9(2)14-5(7(10)12-3)6(15-9)8(11)13-4/h5-6H, 1-4H3 | (4R, 5R)-Dimethyl 2, 2-dimeth

Specifications & Purity

≥95%(GC)

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%(GC)

Names and Identifiers

• Pubchem Sid: 504759858
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504759858
• Canonical Smiles: CC1(OC(C(O1)C(=O)OC)C(=O)OC)C
• IUPAC Name: dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate
• InChIKey: ROZOUYVVWUTPNG-PHDIDXHHSA-N
• INCHI: 1S/C9H14O6/c1-9(2)14-5(7(10)12-3)6(15-9)8(11)13-4/h5-6H,1-4H3/t5-,6-/m1/s1
• Isomeric SMILES: CC1(O[C@H]([C@@H](O1)C(=O)OC)C(=O)OC)C
• WGK Germany: 3
• Molecular Weight: 218.21
• Beilstein: 15406
• Reaxy-Rn: 3651755
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3651755&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Ethers
        • Level5 Acetals
          • Level6 Ketals

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Ethers
• Intermediate Tree Nodes: Acetals
• Direct Parent: Ketals
• Alternative Parents: Dicarboxylic acids and derivatives Methyl esters 1,3-dioxolanes Oxacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Ketal - Dicarboxylic acid or derivatives - Methyl ester - Meta-dioxolane - Carboxylic acid ester - Oxacycle - Organoheterocyclic compound - Carboxylic acid derivative - Organic oxide - Hydrocarbon derivative - Carbonyl group - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Moisture sensitive
• Refractive Index: n20/D 1.439
• Specific Rotation[α]: [α]20/D -54°, neat
• Flash Point(°F): 230 °F
• Flash Point(°C): 110 °C
• Boil Point(°C): 150 °C/19 mmHg
• Molecular Weight: 218.200 g/mol
• XLogP3: 0.300
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 218.079 Da
• Monoisotopic Mass: 218.079 Da
• Topological Polar Surface Area: 71.100 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 246.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Jia Cheng Qian, Dan Liu, Li Ping Lin, Wen Jing Zhu, Ren Xiang Tan.  (2022)  Minor bioactive indoles from kimchi mirror the regioselectivity in indole-3-carbinol oligomerization.  FOOD CHEMISTRY,      [PMID:35245758] [10.1016/j.foodchem.2022.132571]

2. Wen Jing Zhu, Li Ping Lin, Dan Liu, Jia Cheng Qian, Bei Bei Zhou, Dan Dan Yuan, Ren Xiang Tan.  (2021)  Pharmacophore-inspired discovery of FLT3 inhibitor from kimchi.  FOOD CHEMISTRY,      [PMID:34062461] [10.1016/j.foodchem.2021.130139]

3. Heng Yang, Weihua Li, Xiaoyan Liu, Ang Liu, Peng Hang, Rui Ding, Tianyu Li, Yumei Zhang, Wei Wang, Chuansheng Xiong.  (2019)  Preparation of corrosion inhibitor loaded zeolites and corrosion resistance of carbon steel in simulated concrete pore solution.  CONSTRUCTION AND BUILDING MATERIALS,      [PMID:] [10.1016/j.conbuildmat.2019.07.141]

4. Jiqin Chen, Chunhui Shen, Shanjun Gao, Yuan Yuan, Xuechao Ren.  (2017)  Novel imidazole-grafted hybrid anion exchange membranes based on poly(2,6-dimethyl-1,4-phenylene oxide) for fuel cell applications.  JOURNAL OF APPLIED POLYMER SCIENCE,  135  (12): (46034).  [PMID:] [10.1002/app.46034]