tert-butyl (3R)-3-hydroxypyrrolidine-1-carboxylate

• ChemBase ID: 16214
• Molecular Formular: C9H17NO3
• Molecular Mass: 187.23618
• Monoisotopic Mass: 187.12084341
• SMILES: N1(C(=O)OC(C)(C)C)CC[C@H](C1)O
• Canonical SMILES: O[C@@H]1CCN(C1)C(=O)OC(C)(C)C
• InChI: InChI=1S/C9H17NO3/c1-9(2,3)13-8(12)10-5-4-7(11)6-10/h7,11H,4-6H2,1-3H3/t7-/m1/s1
• InChIKey: APCBTRDHCDOPNY-SSDOTTSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (3R)-3-hydroxypyrrolidine-1-carboxylate
• IUPAC Traditional name: tert-butyl (3R)-3-hydroxypyrrolidine-1-carboxylate
• Synonyms: (3R)-3-Hydroxypyrrolidine, N-BOC protected; (R)-N-(tert-Butoxycarbonyl)-3-hydroxypyrrolidine; (R)-3-Hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester; (R)-N-tert-Butoxycarbonyl-(-)-3-pyrrolidinol; (R)-(-)-N-Boc-3-pyrrolidinol; (R)-(-)-1-Boc-3-pyrrolidinol; tert-Butyl (R)-3-hydroxypyrrolidine-1-carboxylate; (R)-(-)-1-Boc-3-hydroxypyrrolidine; (R)-N-叔丁氧羰基-(-)-3-羟基吡咯烷; N-叔丁氧羰基-(R)-3-吡咯烷醇; (R)-(-)-1-Boc-3-羟基吡咯烷

Database IDs

• CAS Number: 109431-87-0
• MDL Number: MFCD01317838
• PubChem SID: 160979521; 24877863
• PubChem CID: 6544479

CALCULATED PROPERTIES

• Acid pKa: 14.823066
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.34841445
• LogD (pH = 7.4): 0.34841442
• Log P: 0.34841445
• Molar Refractivity: 48.5474 cm^3
• Polarizability: 19.142935 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 62.1-62.2°C; 62-65 °C(lit.); 62-65°C; 62-65°C
• Optical Rotation: [α]20/D -26±1, c = 1 in methanol

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; 36/37/38-50/53
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H315-H319-H335-H400
• GHS Precautionary statements: P261-P273-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: 95%; 98%
• Empirical Formula (Hill Notation): C9H17NO3

DETAILS

Sigma Aldrich - 532169

Application
Used in synthesis of ligands for the nicotinic acetylcholine receptor.1
Used in the synthesis of anticoagulants.
Packaging
1, 5 g in glass bottle