(4R)-3-[(9H-fluoren-9-ylmethoxy)carbonyl]-1,3-thiazolidine-4-carboxylic acid

• ChemBase ID: 39151
• Molecular Formular: C19H17NO4S
• Molecular Mass: 355.40758
• Monoisotopic Mass: 355.08782903
• SMILES: S1CN([C@@H](C1)C(=O)O)C(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: OC(=O)[C@@H]1CSCN1C(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C19H17NO4S/c21-18(22)17-10-25-11-20(17)19(23)24-9-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16-17H,9-11H2,(H,21,22)/t17-/m0/s1
• InChIKey: HUWNZLPLVVGCMO-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-3-[(9H-fluoren-9-ylmethoxy)carbonyl]-1,3-thiazolidine-4-carboxylic acid
• IUPAC Traditional name: (4R)-3-[(9H-fluoren-9-ylmethoxy)carbonyl]-1,3-thiazolidine-4-carboxylic acid
• Synonyms: Fmoc-Thi-OH; (-)-Fmoc-L-thiaproline; (-)-(R)-Fmoc-4-thiazolidinecarboxylic acid; Fmoc-L-thioproline; (4R)-3-[(9H-fluoren-9-ylmethoxy)carbonyl]-1,3-thiazolane-4-carboxylic acid; (-)-Fmoc-L-硫代脯氨酸; (-)-(R)-Fmoc-4-噻唑烷羧酸

Database IDs

• CAS Number: 423719-54-4; 133054-21-4
• MDL Number: MFCD00235910
• Beilstein Number: 9349047
• PubChem SID: 24890048; 161002458
• PubChem CID: 2736491

CALCULATED PROPERTIES

• Acid pKa: 3.6320405
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.3139472
• LogD (pH = 7.4): -0.15320186
• Log P: 3.1783864
• Molar Refractivity: 95.026 cm^3
• Polarizability: 38.174534 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 153-158 °C
• Optical Rotation: [α]20/D -71±3°, c = 1% in DMF

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (HPLC); 97%
• Empirical Formula (Hill Notation): C19H17NO4S