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

• ChemBase ID: 66522
• Molecular Formular: C9H17NO3
• Molecular Mass: 187.23618
• Monoisotopic Mass: 187.12084341
• SMILES: N1(C[C@H](CC1)O)C(=O)OC(C)(C)C
• 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-/m0/s1
• InChIKey: APCBTRDHCDOPNY-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 101469-92-5; 103057-44-9
• MDL Number: MFCD01317839
• Beilstein Number: 6271108
• PubChem SID: 24845975; 162032260; 24882649
• PubChem CID: 854055

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: 57-59 °C; 60 - 62°C; 60-64 °C(lit.); 62-65°C; 62-65°C
• Optical Rotation: [α]/D +26±1° in ethanol; [α]20/D +26°, c = 1% in methanol; +28 (c=1 in methanol)
• Hydrophobicity(logP): 1.048

Safety Information

• Storage Warning: Harmful/Irritant; IRRITANT
• European Hazard Symbols: Toxic (T); Irritant (Xi)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25-37/38-41; 36/37/38
• Safety Statements: 26-37; 26-39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H318-H335; H315-H319-H335
• GHS Precautionary statements: P261-P280-P301 + P310-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: ≥98.0% (GC); 95%; 95+%; 97%; 98%; 99%, ee 99%
• Grade: purum
• Empirical Formula (Hill Notation): C9H17NO3

DETAILS

Sigma Aldrich - 634786

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

REFERENCES

• Product of Toray Industries, Inc.