tert-butyl (2R)-2-(hydroxymethyl)pyrrolidine-1-carboxylate

• ChemBase ID: 69473
• Molecular Formular: C10H19NO3
• Molecular Mass: 201.26276
• Monoisotopic Mass: 201.13649347
• SMILES: N1([C@H](CCC1)CO)C(=O)OC(C)(C)C
• Canonical SMILES: OC[C@H]1CCCN1C(=O)OC(C)(C)C
• InChI: InChI=1S/C10H19NO3/c1-10(2,3)14-9(13)11-6-4-5-8(11)7-12/h8,12H,4-7H2,1-3H3/t8-/m1/s1
• InChIKey: BFFLLBPMZCIGRM-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (2R)-2-(hydroxymethyl)pyrrolidine-1-carboxylate
• IUPAC Traditional name: tert-butyl (2R)-2-(hydroxymethyl)pyrrolidine-1-carboxylate
• Synonyms: tert-Butyl (2S)-(+)-2-(hydroxymethyl)pyrrolidine-1-carboxylate; (2S)-(+)-1-(tert-Butoxycarbonyl)-2-(hydroxymethyl)pyrrolidine; (2S)-(+)-2-(Hydroxymethyl)pyrrolidine, N-BOC protected; (R)-(+)-1-(tert-Butoxycarbonyl)-2-pyrrolidinemethanol; N-t-Boc-D-prolinol; N-Boc-D-prolinol; (R)-(+)-1-Boc-2-pyrrolidinemethanol; (R)-tert-Butyl 2-(hydroxymethyl)-pyrrolidine-1-carboxylate; Boc-D-Prolinol; (R)-1-Boc-2-pyrrolidinemethanol; N-Boc-D-prolinol; (R)-(+)-1-(叔丁氧羰基)-2-吡咯烷甲醇; N-Boc-D-脯氨醇; N-叔丁氧羰基-D-脯氨醇; Boc-D-脯氨醇; (R)-1-叔丁氧羰基-2-吡咯烷甲醇

Database IDs

• CAS Number: 83435-58-9; 69610-40-8
• MDL Number: MFCD00066232; MFCD00040580
• Beilstein Number: 3650011
• PubChem SID: 162035199; 24870602; 24849497
• PubChem CID: 688279

CALCULATED PROPERTIES

• Acid pKa: 15.09024
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.86577713
• LogD (pH = 7.4): 0.8657771
• Log P: 0.86577713
• Molar Refractivity: 53.192 cm^3
• Polarizability: 20.97339 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 不溶于水
• Melting Point: 59-62 °C; 59-62°C; 60-64 °C(lit.); 62-64°C
• Boiling Point: 150°C/4mm
• Optical Rotation: [α]20/D +54±2°, c = 5% in methanol; [α]23/D +50°, c = 1.3 in chloroform; 49°(589nm, C=1.3, CHCl3)

Safety Information

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

Product Information

• Purity: ≥99.0% (TLC); 95+%; 98%
• Grade: puriss.
• Empirical Formula (Hill Notation): C10H19NO3

DETAILS

Sigma Aldrich - 469440

Packaging
1 g in glass bottle