(2R)-2-{[(tert-butoxy)carbonyl]amino}-3-hydroxypropanoic acid

• ChemBase ID: 78309
• Molecular Formular: C8H15NO5
• Molecular Mass: 205.2084
• Monoisotopic Mass: 205.09502259
• SMILES: N([C@@H](C(=O)O)CO)C(=O)OC(C)(C)C
• Canonical SMILES: OC[C@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C8H15NO5/c1-8(2,3)14-7(13)9-5(4-10)6(11)12/h5,10H,4H2,1-3H3,(H,9,13)(H,11,12)/t5-/m1/s1
• InChIKey: FHOAKXBXYSJBGX-RXMQYKEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-hydroxypropanoic acid
• IUPAC Traditional name: (2R)-2-[(tert-butoxycarbonyl)amino]-3-hydroxypropanoic acid
• Synonyms: N-Boc-D-serine; Boc-D-serine; Boc-D-Ser-OH; BOC-L-Serine; (2S)-2-[(tert-Butoxycarbonyl)amino]-3-hydroxypropanoic acid; Boc-D-Ser-OH; N-(tert-Butoxycarbonyl)-D-serine; N-t-Boc-D-Serine; Boc-D-serine; N-α-t-BOC-D-SERINE; N-Boc-D-丝氨酸; Boc-D-丝氨酸; N-(叔丁氧羰基)-D-丝氨酸; N-t-Boc-D-丝氨酸; Boc-D-丝氨酸

Database IDs

• CAS Number: 3262-72-4; 6368-20-3
• MDL Number: MFCD00063142
• Beilstein Number: 1874714
• PubChem SID: 162043078; 24869142; 24849166
• PubChem CID: 637603

CALCULATED PROPERTIES

• Acid pKa: 3.7772732
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.8576726
• LogD (pH = 7.4): -3.4061964
• Log P: -0.1335239
• Molar Refractivity: 46.914 cm^3
• Polarizability: 18.691622 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 88-91°C; 91-95 °C(lit.); 92-94°C
• Optical Rotation: [α]20/D +3.5°, c = 2 in acetic acid; +3.5 (c=2 in acetic acid)

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); 98%; 98+%
• Linear Formula: HOCH2CH[NHCO2C(CH3)3]CO2H
• Empirical Formula (Hill Notation): C8H15NO5

DETAILS

Sigma Aldrich - 15182

Packaging
5 g in poly bottle

Sigma Aldrich - 456241

Packaging
5 g in glass bottle