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

• ChemBase ID: 38416
• Molecular Formular: C19H18N2O5
• Molecular Mass: 354.35662
• Monoisotopic Mass: 354.12157169
• SMILES: NC(=O)C[C@@H](C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: NC(=O)C[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C19H18N2O5/c20-17(22)9-16(18(23)24)21-19(25)26-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15-16H,9-10H2,(H2,20,22)(H,21,25)(H,23,24)/t16-/m0/s1
• InChIKey: YUGBZNJSGOBFOV-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-carbamoyl-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-carbamoyl-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• Synonyms: Nα-(9-Fluorenylmethoxycarbonyl)-L-asparagine; Fmoc-L-asparagine; Fmoc-Asn-OH; N-Alpha-Fmoc-L-asparagine; Fmoc-Asn-OH; Nα-(9-Fluorenylmethoxycarbonyl)-L-asparagine; N-α-FMOC-L-ASPARAGINE; N(alpha)-9-Fluorenylmethoxycarbonyl-L-asparagine; N(alpha)-Fmoc-L-asparagine; Nα-(9-芴甲氧羰基)-L-天冬酰胺; Fmoc-L-天冬酰胺; N(α)-Fmoc-L-天冬氨酸

Database IDs

• CAS Number: 71989-16-7
• EC Number: 276-252-2
• MDL Number: MFCD00037132
• Beilstein Number: 4335103
• PubChem SID: 24871216; 24865584; 161001723
• PubChem CID: 2724774

CALCULATED PROPERTIES

• Acid pKa: 3.629742
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.2700957
• LogD (pH = 7.4): -1.7358656
• Log P: 1.5965626
• Molar Refractivity: 92.4347 cm^3
• Polarizability: 37.05688 Å^3
• Polar Surface Area: 118.72 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~190 °C (dec.); 190 °C (dec.)(lit.); ca 188°C dec.
• Optical Rotation: [α]20/D -13±1°, c = 1% in DMF; [α]20/D -13°, c = 1 in DMF; -12+/-1 (c=1 in DMF)

Safety Information

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

Product Information

• Purity: ≥96.0%; 98%
• Empirical Formula (Hill Notation): C19H18N2O5

DETAILS

Sigma Aldrich - 47617

Packaging
5 g in glass bottle