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

• ChemBase ID: 69460
• Molecular Formular: C10H19NO3
• Molecular Mass: 201.26276
• Monoisotopic Mass: 201.13649347
• SMILES: C([C@H]1N(CCC1)C(=O)OC(C)(C)C)O
• 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-/m0/s1
• InChIKey: BFFLLBPMZCIGRM-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (2S)-2-(hydroxymethyl)pyrrolidine-1-carboxylate
• IUPAC Traditional name: tert-butyl (2S)-2-(hydroxymethyl)pyrrolidine-1-carboxylate
• Synonyms: (R)-1-Boc-2-(hydroxymethyl)pyrrolidine; (S)-1-Boc-2-pyrrolidinemethanol; N-Boc-L-prolinol; Boc-Pro-ol; N-(tert-Butoxycarbonyl)-L-prolinol; N-Boc-L-Prolinol; Boc-D-Pro-ol; N-(tert-Butoxycarbonyl)-D-prolinol; N-Boc-D-prolinol; N-BOC-L-脯氨醇; (S)-1-Boc-2-吡咯烷甲醇; N-Boc-D-脯胺醇

Database IDs

• CAS Number: 69610-40-8; 83435-58-9
• MDL Number: MFCD00040580; MFCD00066232
• Beilstein Number: 3542667
• PubChem SID: 24849321; 24868267; 162035186
• PubChem CID: 643448

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

• Apperance: 白色结晶粉末
• Melting Point: 59-62°C; 60-63 °C; 61-63°C; 62-64 °C(lit.)
• Optical Rotation: [α]20/D -49±3°, c = 1.3% in chloroform; [α]21/D -48°, c = 1.3 in chloroform; +54 (c=5 in methanol); -54 (c=5 in methanol); -54°C (C:1, CH₃OH)

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false; 否
• 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: ≥97.0% (GC); 95%; 95+%; 98%; 98+%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C10H19NO3

DETAILS

Sigma Aldrich - 446327

Application
Building block for novel nicotinic acetylcholine receptor ligands with cognition-enhancing properties.1,2,3 Used in the synthesis of chiral β-amino sulfides and β-amino thiols.4
Used to synthesize anticoagulants.
Packaging
1, 5 g in glass bottle