tert-butyl (4S)-4-(1H-indol-3-ylmethyl)-2,5-dioxo-1,3-oxazolidine-3-carboxylate

• ChemBase ID: 152186
• Molecular Formular: C17H18N2O5
• Molecular Mass: 330.33522
• Monoisotopic Mass: 330.12157169
• SMILES: CC(C)(C)OC(=O)N1[C@H](C(=O)OC1=O)Cc1c[nH]c2c1cccc2
• Canonical SMILES: O=C1OC(=O)N([C@H]1Cc1c[nH]c2c1cccc2)C(=O)OC(C)(C)C
• InChI: InChI=1S/C17H18N2O5/c1-17(2,3)24-16(22)19-13(14(20)23-15(19)21)8-10-9-18-12-7-5-4-6-11(10)12/h4-7,9,13,18H,8H2,1-3H3/t13-/m0/s1
• InChIKey: WSFZLNNHQNYZNF-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (4S)-4-(1H-indol-3-ylmethyl)-2,5-dioxo-1,3-oxazolidine-3-carboxylate
• IUPAC Traditional name: tert-butyl (4S)-4-(1H-indol-3-ylmethyl)-2,5-dioxo-1,3-oxazolidine-3-carboxylate
• Synonyms: Nα-Boc-L-tryptophan Nα-carboxy anhydride; Boc-Trp-N-carboxyanhydride; Nα-Boc-L-色氨酸 Nα-羧基酸酐; Boc-Trp-N-羧基酸酐

Database IDs

• MDL Number: MFCD00273423
• Beilstein Number: 7082757
• PubChem SID: 162246331; 24849488
• PubChem CID: 16211323

CALCULATED PROPERTIES

• Acid pKa: 13.854218
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.4979851
• LogD (pH = 7.4): 3.4979851
• Log P: 3.2646518
• Molar Refractivity: 84.2908 cm^3
• Polarizability: 34.13255 Å^3
• Polar Surface Area: 88.7 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~135 °C (dec.)
• Optical Rotation: [α]20/D +78±5°, c = 1% in THF

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (CHN)
• Empirical Formula (Hill Notation): C17H18N2O5

DETAILS

Sigma Aldrich - 15514

Packaging
5 g in poly bottle