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

• ChemBase ID: 141855
• Molecular Formular: C24H27NO6S
• Molecular Mass: 457.53928
• Monoisotopic Mass: 457.15590859
• SMILES: CC(C)(C)OC(=O)CSC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: O=C(N[C@H](C(=O)O)CSCC(=O)OC(C)(C)C)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C24H27NO6S/c1-24(2,3)31-21(26)14-32-13-20(22(27)28)25-23(29)30-12-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19/h4-11,19-20H,12-14H2,1-3H3,(H,25,29)(H,27,28)/t20-/m0/s1
• InChIKey: NLQIBSKINOPHNA-FQEVSTJZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-{[2-(tert-butoxy)-2-oxoethyl]sulfanyl}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2R)-3-{[2-(tert-butoxy)-2-oxoethyl]sulfanyl}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• Synonyms: (R)-Fmoc-2-amino-3-(tert-butoxycarbonylmethylsulfanyl)-propionic acid; Fmoc-Cys(t-butylcarboxymethyl)-OH; Fmoc-Cys(tert-butoxycarbonylmethyl)-OH; Fmoc-Cys(Boc-methyl)-OH; (R)-Fmoc-2-氨基-3-(叔丁氧基羰基甲基磺酰基)-丙酸; Fmoc-Cys(叔丁基羧甲基)-OH; Fmoc-Cys(叔丁氧羰基甲基)-OH

Database IDs

• CAS Number: 269730-62-3
• MDL Number: MFCD02094571
• PubChem SID: 162236089
• PubChem CID: 71310699

CALCULATED PROPERTIES

• Acid pKa: 3.7520092
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.0988245
• LogD (pH = 7.4): 0.5636152
• Log P: 3.8473814
• Molar Refractivity: 121.7613 cm^3
• Polarizability: 48.881092 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D -48.0±2.0°, 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% (HPLC)
• Empirical Formula (Hill Notation): C24H27NO6S

DETAILS

Sigma Aldrich - 713503

Packaging
250 mg in glass bottle