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

• ChemBase ID: 152096
• 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-/m1/s1
• InChIKey: JZTKZVJMSCONAK-MRXNPFEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-hydroxypropanoic acid
• IUPAC Traditional name: (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-hydroxypropanoic acid
• Synonyms: Fmoc-D-serine; Fmoc-D-Ser-OH; 芴甲氧羰基-D-丝氨酸

Database IDs

• CAS Number: 116861-26-8
• MDL Number: MFCD00077068
• Beilstein Number: 4715790
• PubChem SID: 162246241; 24871112
• PubChem CID: 688637

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: 108-112 °C
• Optical Rotation: [α]20/D +12.5±1.0°, c = 1% in DMF

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%
• Empirical Formula (Hill Notation): C18H17NO5

DETAILS

Sigma Aldrich - 47533

Packaging
1 g in poly tube