(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-hydroxypropanoic acid

• ChemBase ID: 152435
• Molecular Formular: C18H17NO5
• Molecular Mass: 327.33128
• Monoisotopic Mass: 327.11067265
• SMILES: c1ccc2c(c1)c1ccccc1C2COC(=O)N[C@@H](CO)C(=O)O
• Canonical SMILES: OC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C18H17NO5/c20-9-16(17(21)22)19-18(23)24-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15-16,20H,9-10H2,(H,19,23)(H,21,22)/t16-/m0/s1
• InChIKey: JZTKZVJMSCONAK-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-hydroxypropanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-hydroxypropanoic acid
• Synonyms: Fmoc-L-serine; Fmoc-Ser-OH; N-(9-Fluorenylmethoxycarbonyl)-L-serine; Fmoc-Ser-OH; N-Fmoc-L-serine; Fmoc-L-丝氨酸; N-Fmoc-L-丝氨酸

Database IDs

• CAS Number: 73724-45-5
• MDL Number: MFCD00051928
• Beilstein Number: 4715791
• PubChem SID: 162246580; 24871200
• PubChem CID: 6541433

CALCULATED PROPERTIES

• Acid pKa: 3.6033852
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.10631502
• LogD (pH = 7.4): -1.3434483
• Log P: 1.9984071
• Molar Refractivity: 86.1208 cm^3
• Polarizability: 34.619328 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 102-106°C
• Optical Rotation: [α]20/D -12.5±1°, c = 1% in DMF; +13.6 (c=1 in ethyl acetate)

Safety Information

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

Product Information

• Purity: ≥97.0% (sum of enantiomers, HPLC); 97+%
• Empirical Formula (Hill Notation): C18H17NO5

DETAILS

Sigma Aldrich - 47601

Packaging
5 g in glass bottle