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

• ChemBase ID: 39116
• Molecular Formular: C10H17NO5
• Molecular Mass: 231.24568
• Monoisotopic Mass: 231.11067265
• SMILES: [C@H]1(CN([C@@H](C1)C(=O)O)C(=O)OC(C)(C)C)O
• Canonical SMILES: O[C@@H]1CN([C@@H](C1)C(=O)O)C(=O)OC(C)(C)C
• InChI: InChI=1S/C10H17NO5/c1-10(2,3)16-9(15)11-5-6(12)4-7(11)8(13)14/h6-7,12H,4-5H2,1-3H3,(H,13,14)/t6-,7-/m0/s1
• InChIKey: BENKAPCDIOILGV-BQBZGAKWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-1-[(tert-butoxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4S)-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid
• Synonyms: (2S,4S)-1-(tert-Butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid; N-Boc-cis-4-hydroxy-L-proline; N-Boc-cis-4-hydroxypyrrolidine-2-carboxylic acid; Boc-(2S,4S)-(-)-4-hydroxypyrrolidine-2-carboxylic acid; Boc-cis-Hyp-OH; 1-tert-Butoxycarbonyl-(2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid; N-Boc-顺式-4-羟基-L-脯氨酸; N-Boc-顺式-4-羟基吡咯烷-2-羧酸; N-Boc-顺-4-羟基-L-脯氨酸

Database IDs

• CAS Number: 87691-27-8
• MDL Number: MFCD02094406
• PubChem SID: 24884008; 161002423
• PubChem CID: 688614

CALCULATED PROPERTIES

• Acid pKa: 3.8219287
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.6426647
• LogD (pH = 7.4): -3.2138205
• Log P: 0.038354035
• Molar Refractivity: 54.3773 cm^3
• Polarizability: 21.618986 Å^3
• Polar Surface Area: 87.07 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 146 °C (D)(lit.); ca 146°C dec.
• Optical Rotation: [α]20/D -50.0±3°, c = 0.67 in methanol

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Nature polluting (N); Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38-50
• Safety Statements: 26-36/37-60-61
• TSCA Listed: false; 否
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335-H400
• GHS Precautionary statements: P261-P273-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C10H17NO5

DETAILS

Sigma Aldrich - 654019

Packaging
1, 5 g in glass bottle