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

• ChemBase ID: 151921
• Molecular Formular: C17H23NO5
• Molecular Mass: 321.36822
• Monoisotopic Mass: 321.15762284
• SMILES: CC(C)(C)OC(=O)N1C[C@@H](C[C@H]1C(=O)O)OCc1ccccc1
• Canonical SMILES: O=C(N1C[C@@H](C[C@H]1C(=O)O)OCc1ccccc1)OC(C)(C)C
• InChI: InChI=1S/C17H23NO5/c1-17(2,3)23-16(21)18-10-13(9-14(18)15(19)20)22-11-12-7-5-4-6-8-12/h4-8,13-14H,9-11H2,1-3H3,(H,19,20)/t13-,14+/m1/s1
• InChIKey: DGIGGVANZFKXLS-KGLIPLIRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-4-(benzyloxy)-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
• Synonyms: Boc-O-benzyl-L-hydroxyproline; Boc-Hyp(Bzl)-OH; Boc-O-苯甲基-L-羟基脯氨酸

Database IDs

• CAS Number: 54631-81-1
• MDL Number: MFCD00037325
• Beilstein Number: 5296858
• PubChem SID: 162246067; 24849521
• PubChem CID: 11860409

CALCULATED PROPERTIES

• Acid pKa: 3.901682
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.8018796
• LogD (pH = 7.4): -0.80676776
• Log P: 2.4059536
• Molar Refractivity: 83.7411 cm^3
• Polarizability: 33.001225 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~70 °C
• Optical Rotation: [α]20/D -40±2°, c = 2% in ethanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C17H23NO5

DETAILS

Sigma Aldrich - 15535

Packaging
5 g in poly bottle