(2S,4R)-1-[(tert-butoxy)carbonyl]-4-fluoropyrrolidine-2-carboxylic acid

• ChemBase ID: 39135
• Molecular Formular: C10H16FNO4
• Molecular Mass: 233.2367432
• Monoisotopic Mass: 233.10633622
• SMILES: [C@@H]1(CN([C@@H](C1)C(=O)O)C(=O)OC(C)(C)C)F
• Canonical SMILES: F[C@@H]1C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O
• InChI: InChI=1S/C10H16FNO4/c1-10(2,3)16-9(15)12-5-6(11)4-7(12)8(13)14/h6-7H,4-5H2,1-3H3,(H,13,14)/t6-,7+/m1/s1
• InChIKey: YGWZXQOYEBWUTH-RQJHMYQMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-1-[(tert-butoxy)carbonyl]-4-fluoropyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4R)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid
• Synonyms: trans-4-Fluoro-L-proline, N-BOC protected; (2S,4R)-4-Fluoropyrrolidine-2-carboxylic acid, N-BOC protected; cis-4-Fluoro-L-proline; N-BOC protected; (2S,4S)-4-Fluoropyrrolidine-2-carboxylic acid, N-BOC protected; Boc-trans-4-Fluoro-L-proline; N-Boc-trans-4-fluoro-L-proline; (2S,4R)-4-Fluoropyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester; N-Boc-反式-4-氟-L-脯氨酸

Database IDs

• CAS Number: 203866-13-1; 203866-14-2
• MDL Number: MFCD04973957; MFCD06796085
• PubChem SID: 161002442
• PubChem CID: 12043048

CALCULATED PROPERTIES

• Acid pKa: 4.018372
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.5624054
• LogD (pH = 7.4): -2.2189918
• Log P: 0.9294458
• Molar Refractivity: 52.6852 cm^3
• Polarizability: 20.763227 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 115-117°C; 115-119 °C; 160-162°C
• Flash Point: >110°C
• Optical Rotation: [α]22/D -65.0±5°, c = 1 in chloroform

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C10H16FNO4

DETAILS

Sigma Aldrich - 687332

Packaging
500 mg in glass bottle