methyl (2R)-2-amino-3-(1H-indol-3-yl)propanoate hydrochloride

• ChemBase ID: 69850
• Molecular Formular: C12H15ClN2O2
• Molecular Mass: 254.7127
• Monoisotopic Mass: 254.08220541
• SMILES: C(=O)([C@H](N)Cc1c[nH]c2ccccc12)OC.Cl
• Canonical SMILES: COC(=O)[C@@H](Cc1c[nH]c2c1cccc2)N.Cl
• InChI: InChI=1S/C12H14N2O2.ClH/c1-16-12(15)10(13)6-8-7-14-11-5-3-2-4-9(8)11;/h2-5,7,10,14H,6,13H2,1H3;1H/t10-;/m1./s1
• InChIKey: XNFNGGQRDXFYMM-HNCPQSOCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R)-2-amino-3-(1H-indol-3-yl)propanoate hydrochloride
• IUPAC Traditional name: methyl (2R)-2-amino-3-(1H-indol-3-yl)propanoate hydrochloride
• Synonyms: D-Tryptophan methyl ester hydrochloride; (R)-Tryptophan Methyl Ester Monohydrochloride; (R)-Tryptophane Methyl Ester Hydrochloride; Methyl D-Tryptophanate Hydrochloride; D-Tryptophan methyl ester hydrochloride; H-D-Trp-OMe HCl; methyl (2R)-2-amino-3-(1H-indol-3-yl)propanoate hydrochloride; D-色氨酸甲酯 盐酸盐

Database IDs

• CAS Number: 14907-27-8
• MDL Number: MFCD00038992
• PubChem SID: 162035575; 24862435
• PubChem CID: 11448200

CALCULATED PROPERTIES

• Molar Refractivity: 60.9719 cm^3
• Polarizability: 25.196924 Å^3
• Polar Surface Area: 68.11 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 16.14567
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.10108825
• LogD (pH = 7.4): 1.1988137
• Log P: 1.3222711

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Crystalline Solid
• Melting Point: 213-216 °C(lit.); 213-216°C; 213-216°C
• Optical Rotation: [α]20/D -18°, c = 5 in methanol; -18 (c=5 in methanol)
• Hydrophobicity(logP): 0.969

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false; 否

Product Information

• Purity: 95%; 95+%; 98%
• Empirical Formula (Hill Notation): C12H14N2O2 · HCl

DETAILS

MP Biomedicals - 02157156

Hydrochloride

Sigma Aldrich - 364509

Packaging
5 g in glass bottle

Toronto Research Chemicals - T947500

Intermediate for the synthesis of Tryptophan derivatives.

REFERENCES

• Deveau, A., et al.: Bioorg. Med. Chem. Lett., 18, 3522 (2008)