tert-butyl (3S)-3-(hydroxymethyl)morpholine-4-carboxylate

• ChemBase ID: 68472
• Molecular Formular: C10H19NO4
• Molecular Mass: 217.26216
• Monoisotopic Mass: 217.13140809
• SMILES: N1([C@H](COCC1)CO)C(=O)OC(C)(C)C
• Canonical SMILES: OC[C@H]1COCCN1C(=O)OC(C)(C)C
• InChI: InChI=1S/C10H19NO4/c1-10(2,3)15-9(13)11-4-5-14-7-8(11)6-12/h8,12H,4-7H2,1-3H3/t8-/m0/s1
• InChIKey: AIQSXVGBMCJQAG-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (3S)-3-(hydroxymethyl)morpholine-4-carboxylate
• IUPAC Traditional name: tert-butyl (3S)-3-(hydroxymethyl)morpholine-4-carboxylate
• Synonyms: (S)-4-Boc-(3-hydroxymethyl)morpholine; (3S)-3-(Hydroxymethyl)-4-morpholinecarboxylic Acid 1,1-Dimethylethyl Ester; tert-Butyl (3S)-3-(Hydroxymethyl)morpholine-4-carboxylate; (S)-N-Boc-3-Hydroxymethylmorpholine; (S)-3-Hydroxymethylmorpholine-4-carboxylic Acid tert-Butyl Ester

Database IDs

• CAS Number: 714971-28-5
• MDL Number: MFCD06799478
• PubChem SID: 162034203
• PubChem CID: 1514266

CALCULATED PROPERTIES

• Acid pKa: 15.016457
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.24147919
• LogD (pH = 7.4): 0.24147919
• Log P: 0.24147919
• Molar Refractivity: 54.7255 cm^3
• Polarizability: 21.70826 Å^3
• Polar Surface Area: 59.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - H946475

An intermediate of BMS-599626, a selective and orally efficacious inhibitor of human epidermal growth factor receptor 1 and 2 kinases.

REFERENCES

• Xia, W., et al.: Clin. Cancer Res., 5, 4164 (1999)
• Hunt, J., et al.: J. Med .Chem., 47, 4054 (1999)
• Baselga, J., et al.: J. Clin. Oncol., 23, 2445 (1999)
• Fink, B., et al.: Bioorg. Med. Chem. Lett., 15, 4774 (1999)