tert-butyl N-[(3S)-pyrrolidin-3-yl]carbamate

• ChemBase ID: 63249
• Molecular Formular: C9H18N2O2
• Molecular Mass: 186.25142
• Monoisotopic Mass: 186.13682783
• SMILES: [C@H]1(NC(=O)OC(C)(C)C)CCNC1
• Canonical SMILES: O=C(OC(C)(C)C)N[C@@H]1CNCC1
• InChI: InChI=1S/C9H18N2O2/c1-9(2,3)13-8(12)11-7-4-5-10-6-7/h7,10H,4-6H2,1-3H3,(H,11,12)/t7-/m0/s1
• InChIKey: DQQJBEAXSOOCPG-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(3S)-pyrrolidin-3-yl]carbamate
• IUPAC Traditional name: tert-butyl N-[(3S)-pyrrolidin-3-yl]carbamate
• Synonyms: (S)-3-Boc-aminopyrrolidine; (S)-3-(tert-Butoxycarbonylamino)pyrrolidine; (S)-(-)-3-(Boc-amino)pyrrolidine; tert-Butyl N-[(3S)-Pyrrolidin-3-yl]carbamate; (S)-3-Aminopyrrolidine, 3-BOC protected; tert-Butyl (S)-3-pyrrolidinylcarbamate; (S)-3-(Boc-amino)pyrrolidine; (S)-3-(Boc-Amino)pyrrolidine; (S)-(-)-(3-Boc-氨基)吡咯烷; (S)-3-吡咯烷基氨基甲酸叔丁酯; (S)-3-(Boc-氨基)吡咯烷; (S)-(-)-3-(Boc-氨基)吡咯烷

Database IDs

• CAS Number: 122536-76-9
• MDL Number: MFCD00143194
• Beilstein Number: 5377813
• PubChem SID: 24877668; 162028988
• PubChem CID: 1514396

CALCULATED PROPERTIES

• Acid pKa: 14.87643
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -2.7823417
• LogD (pH = 7.4): -2.3590956
• Log P: 0.45043698
• Molar Refractivity: 50.0828 cm^3
• Polarizability: 20.017399 Å^3
• Polar Surface Area: 50.36 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 50-54°C; 50-54°C
• Optical Rotation: [α]/D -21.5±1.5°, c = 1 in ethanol; -23 (c=1 in methanol)
• Hydrophobicity(logP): 0.951

Safety Information

• Storage Warning: Air Sensitive; Corrosive; IRRITANT
• European Hazard Symbols: Corrosive (C); Irritant (Xi)
• UN Number: UN3259
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: III
• Risk Statements: 34; 36/37/38
• Safety Statements: 26; 26-36/37/39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H314-H318; H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280-P305+P351+P338-P309-P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: >95%; ≥98.0% (TLC); 95%; 98%; 99%, ee 99%
• Empirical Formula (Hill Notation): C9H18N2O2

DETAILS

Sigma Aldrich - 52927

Packaging
1 g in poly tube
5 g in poly bottle

REFERENCES

• Product of Toray Industries, Inc.