(2S)-5-(tert-butoxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoic acid hydrate

• ChemBase ID: 149896
• Molecular Formular: C24H29NO7
• Molecular Mass: 443.48956
• Monoisotopic Mass: 443.19440227
• SMILES: CC(C)(C)OC(=O)CC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2.O
• Canonical SMILES: O=C(N[C@H](C(=O)O)CCC(=O)OC(C)(C)C)OCC1c2ccccc2c2c1cccc2.O
• InChI: InChI=1S/C24H27NO6.H2O/c1-24(2,3)31-21(26)13-12-20(22(27)28)25-23(29)30-14-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19;/h4-11,19-20H,12-14H2,1-3H3,(H,25,29)(H,27,28);1H2/t20-;/m0./s1
• InChIKey: NMBGBVUJSPZRDD-BDQAORGHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-(tert-butoxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoic acid hydrate; (2S)-5-(tert-butoxy)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-5-oxopentanoic acid hydrate
• IUPAC Traditional name: (2S)-5-(tert-butoxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoic acid hydrate
• Synonyms: N-(9-Fluorenylmethoxycarbonyl)-L-glutamic acid γ-tert-butyl ester monohydrate; N-(9-Fmoc)-L-glutamic acid γ-tert-butyl ester monohydrate; (S)-2-((((9H-Fluoren-9-yl)Methoxy)carbonyl)aMino)-5-(tert-butoxy)-5-oxopentanoic acid hydrate; N-(9-Fmoc)-L-谷氨酸 γ-叔丁酯 一水合物; N-芴甲氧羰基-L-谷氨酸 γ-叔丁酯 一水合物

Database IDs

• CAS Number: 204251-24-1
• MDL Number: MFCD00150485
• PubChem SID: 162244058; 24868156
• PubChem CID: 2724636

CALCULATED PROPERTIES

• Acid pKa: 3.800272
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.1900873
• LogD (pH = 7.4): 0.6297624
• Log P: 3.89202
• Molar Refractivity: 113.9422 cm^3
• Polarizability: 45.81322 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 86-89 °C(lit.)
• Optical Rotation: [α]20/D -17.5°, 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: 97%; 98%
• Empirical Formula (Hill Notation): C24H27NO6 · H2O

DETAILS

Sigma Aldrich - 445010

Packaging
1 g in glass bottle
Application
Protected building block for the introduction of glutamic acid into peptides.1