(2S,3S)-2,3-Oxiranedicarboxylic Acid Monoethyl Ester - CAS 89886-73-7
Catalog: |
BB058509 |
Product Name: |
(2S,3S)-2,3-Oxiranedicarboxylic Acid Monoethyl Ester |
CAS: |
89886-73-7 |
Synonyms: |
(2S-trans)-2,3-Oxiranedicarboxylic Acid Monoethyl Ester; (2S,3S)-3-(Ethoxycarbonyl)oxirane-2-carboxylic Acid; (2S,3S)-2,3-Oxiranedicarboxylic Acid 2-Ethyl Ester |
IUPAC Name: | (2S,3S)-3-ethoxycarbonyloxirane-2-carboxylic acid |
Description: | (2S,3S)-2,3-Oxiranedicarboxylic Acid Monoethyl Ester is used in the synthesis of aza-peptidyl inhibitors of lysosomal asparaginyl endopeptidase, legumain. Also used in the synthesis of irreversible epidermal growth factor receptor inhibitors and probes for cathespins. |
Molecular Weight: | 160.12 |
Molecular Formula: | C6H8O5 |
Canonical SMILES: | CCOC(=O)C1C(O1)C(=O)O |
InChI: | InChI=1S/C6H8O5/c1-2-10-6(9)4-3(11-4)5(7)8/h3-4H,2H2,1H3,(H,7,8)/t3-,4-/m0/s1 |
InChI Key: | MWMZDXCRDIBPCO-IMJSIDKUSA-N |
Solubility: | DMSO (Slightly), Methanol (Slightly) |
Appearance: | Clear Colorless Oil to Off-White Waxy Solid |
Storage: | Refrigerator |
References: | Lee, J. et al. Bioorg. Med. Chem. Lett., 22, 1340 (2012); Carmi, C. et al. J. Med. Chem., 53, 2038 (2010); Hillaert, U. et al. Angew. Chem. Int. Ed., 48, 1629 (2009). |
GHS Hazard Statement: | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] |
Precautionary Statement: | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 |
Signal Word: | Warning |
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Complexity: | 187 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 2 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 160.03717335 |
Formal Charge: | 0 |
Heavy Atom Count: | 11 |
Hydrogen Bond Acceptor Count: | 5 |
Hydrogen Bond Donor Count: | 1 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 160.03717335 |
Rotatable Bond Count: | 4 |
Topological Polar Surface Area: | 76.1Ų |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | -0.2 |
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