(2S)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid

• ChemBase ID: 39171
• Molecular Formular: C15H21NO5
• Molecular Mass: 295.33094
• Monoisotopic Mass: 295.14197278
• SMILES: [C@H](COCc1ccccc1)(C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: OC(=O)[C@@H](NC(=O)OC(C)(C)C)COCc1ccccc1
• InChI: InChI=1S/C15H21NO5/c1-15(2,3)21-14(19)16-12(13(17)18)10-20-9-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,16,19)(H,17,18)/t12-/m0/s1
• InChIKey: DMBKPDOAQVGTST-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]propanoic acid
• Synonyms: Boc-O-benzyl-L-serine; Boc-Ser(Bzl)-OH; N-Boc-O-Benzyl-L-serine; Boc-L-Ser(OBzl)-OH; Boc-Ser(Bzl)-OH; N-(tert-Butoxycarbonyl)-O-benzyl-L-serine; N-α-t-BOC-O-BENZYL-L-SERINE; N-(叔丁氧羰基)-O-苄基-L-丝氨酸; Boc-O-苄基-L-丝氨酸

Database IDs

• CAS Number: 23680-31-1
• EC Number: 245-820-1
• MDL Number: MFCD00066063
• Beilstein Number: 3064461
• PubChem SID: 24849386; 161002478
• PubChem CID: 90234

CALCULATED PROPERTIES

• Acid pKa: 3.9243522
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.65184385
• LogD (pH = 7.4): -0.9667642
• Log P: 2.2340758
• Molar Refractivity: 76.2778 cm^3
• Polarizability: 30.053162 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 58-60 °C(lit.)
• Optical Rotation: [α]20/D +20±1°, c = 2% in ethanol: water (4:1)

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (T); 95+%
• Linear Formula: C6H5CH2OCH2CH(COOH)NHCOOC(CH3)3

DETAILS

MP Biomedicals - 02150486

Crystalline

Sigma Aldrich - 15390

Packaging
5, 25 g in poly bottle