(2R)-2-(methoxymethyl)pyrrolidin-1-amine

• ChemBase ID: 151441
• Molecular Formular: C6H14N2O
• Molecular Mass: 130.18816
• Monoisotopic Mass: 130.11061308
• SMILES: COC[C@H]1CCCN1N
• Canonical SMILES: COC[C@H]1CCCN1N
• InChI: InChI=1S/C6H14N2O/c1-9-5-6-3-2-4-8(6)7/h6H,2-5,7H2,1H3/t6-/m1/s1
• InChIKey: BWSIKGOGLDNQBZ-ZCFIWIBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(methoxymethyl)pyrrolidin-1-amine
• IUPAC Traditional name: (2R)-2-(methoxymethyl)pyrrolidin-1-amine
• Synonyms: RAMP; (R)-1-Amino-2-(methoxymethyl)pyrrolidine; (R)-(+)-1-Amino-2-(methoxymethyl)pyrrolidine; (R)-1-氨基-2-(甲氧基甲基)吡咯烷; (R)-(+)-1-氨基-2-(甲氧基甲基)吡咯烷

Database IDs

• CAS Number: 72748-99-3
• MDL Number: MFCD00010622
• Beilstein Number: 4229866
• PubChem SID: 162245594; 24846167; 24856983
• PubChem CID: 2724538

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.1626784
• LogD (pH = 7.4): -0.47170112
• Log P: -0.44943118
• Molar Refractivity: 37.4322 cm^3
• Polarizability: 14.598005 Å^3
• Polar Surface Area: 38.49 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 186-187 °C(lit.); 42 °C/1.8 mmHg(lit.)
• Flash Point: 161.6 °F; 72 °C
• Density: 0.97 g/mL at 25 °C(lit.); 0.978 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.464(lit.); n20/D 1.465(lit.)
• Optical Rotation: [α]18/D +79°, neat; [α]20/D +80±3°, neat

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (sum of enantiomers, GC); 96%
• Grade: purum
• Optical Purity: ee: 98% (GLC); enantiomeric ratio: ≥98:2
• Empirical Formula (Hill Notation): C6H14N2O

DETAILS

Sigma Aldrich - 281581

Application
Reagent for asymmetric synthesis.
Packaging
1 g in glass bottle

Sigma Aldrich - 08394

Other Notes
Chiral auxiliary for the preparation of chiral hydrazones, which can be alkylated stereoselectively and used in Michael additions1,2,3; Transformation of aldehydes to chiral amines4