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

• ChemBase ID: 103260
• Molecular Formular: C22H25NO5
• Molecular Mass: 383.4376
• Monoisotopic Mass: 383.17327291
• SMILES: CC(C)(C)OC[C@H](NC(=O)OCC1c2c(cccc2)c2c1cccc2)C(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)O)COC(C)(C)C)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C22H25NO5/c1-22(2,3)28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1
• InChIKey: REITVGIIZHFVGU-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(tert-butoxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-(tert-butoxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• Synonyms: Fmoc-O-tert-butyl-L-serine; Fmoc-Ser(tBu)-OH; Fmoc-Ser(tBu)-OH; N-α-FMOC-O-t-BUTYL-L-SERINE; Fmoc-O-叔丁基-L-丝氨酸

Database IDs

• CAS Number: 71989-33-8
• EC Number: 276-260-6
• MDL Number: MFCD00037127
• Beilstein Number: 3632013
• PubChem SID: 162090853; 24871218
• PubChem CID: 2724633

CALCULATED PROPERTIES

• Acid pKa: 3.830807
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.0230463
• LogD (pH = 7.4): 0.4475298
• Log P: 3.6954932
• Molar Refractivity: 104.6776 cm^3
• Polarizability: 42.052715 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +25.5±1°, c = 1% in ethyl acetate

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C22H25NO5

DETAILS

Sigma Aldrich - 47619

Packaging
10, 25 g in glass bottle