methyl (2S,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride

• ChemBase ID: 77400
• Molecular Formular: C6H12ClNO3
• Molecular Mass: 181.61738
• Monoisotopic Mass: 181.05057093
• SMILES: N1C[C@@H](C[C@H]1C(=O)OC)O.Cl
• Canonical SMILES: COC(=O)[C@@H]1C[C@H](CN1)O.Cl
• InChI: InChI=1S/C6H11NO3.ClH/c1-10-6(9)5-2-4(8)3-7-5;/h4-5,7-8H,2-3H2,1H3;1H/t4-,5+;/m1./s1
• InChIKey: KLGSHNXEUZOKHH-JBUOLDKXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride
• IUPAC Traditional name: methyl (2S,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride
• Synonyms: L-Hydroxyproline Methyl Ester Hydrochloride; Methyl (2S,4R)-4-Hydroxy-2-pyrrolidinecarboxylate Hydrochloride; Methyl L-Hydroxyprolinate Hydrochloride; Methyl trans-4-Hydroxy-L-prolinate Hydrochloride; trans-4-Hydroxyproline Methyl Ester Hydrochloride; 2S,4R)-Methyl 4-hydroxypyrrolidine-2-carboxylate Hydrochloride; trans-4-Hydroxy-L-proline Methyl Ester Hydrochloride; trans-4-Hydroxy-L-proline methyl ester hydrochloride; Methyl (2S,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride; L-4-Hydroxyproline methyl ester hydrochloride; (2S,4R)-Methyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride; trans-4-Hydroxy-L-proline methyl ester hydrochloride; L-4-羟脯氨酸甲酯 盐酸盐; 反-4-羟基-L-脯氨酸甲酯盐酸盐

Database IDs

• CAS Number: 40216-83-9
• MDL Number: MFCD00080855
• Beilstein Number: 4716932
• PubChem SID: 162042273; 24858502
• PubChem CID: 11435319

CALCULATED PROPERTIES

• Acid pKa: 14.824049
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.3892863
• LogD (pH = 7.4): -1.1908027
• Log P: -1.098945
• Molar Refractivity: 34.1513 cm^3
• Polarizability: 14.034403 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 166 - 168°C
• Hydrophobicity(logP): -1.037

Safety Information

• Storage Warning: Irritant/Keep Cold
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (TLC); 95%; 98%
• Empirical Formula (Hill Notation): C6H11NO3 · HCl

DETAILS

Sigma Aldrich - 30681

Packaging
5 g in poly bottle

Toronto Research Chemicals - H952395

trans-4-Hydroxy-L-proline (H952376) derivative. A natural constituent of animal structural proteins such as collagen and elastin.

REFERENCES

• Langmaier, F. et al.: Int. J. Cosm. Sci., 24, 273 (2002)
• Lawrence, C., et al.: Biochem. J., 313, 185 (2002)
• Mori, H., et al.: J. Bacteriol.; 179, 5677 (2002)
• Clifton, I., et al.: Eur. J. Biochem., 268, 6625 (2001)