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

• ChemBase ID: 77673
• Molecular Formular: C10H20N2O2
• Molecular Mass: 200.278
• Monoisotopic Mass: 200.15247789
• SMILES: N1(C(=O)OC(C)(C)C)CCN[C@H](C1)C
• Canonical SMILES: C[C@@H]1NCCN(C1)C(=O)OC(C)(C)C
• InChI: InChI=1S/C10H20N2O2/c1-8-7-12(6-5-11-8)9(13)14-10(2,3)4/h8,11H,5-7H2,1-4H3/t8-/m0/s1
• InChIKey: FMLPQHJYUZTHQS-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (3S)-3-methylpiperazine-1-carboxylate
• IUPAC Traditional name: tert-butyl (3S)-3-methylpiperazine-1-carboxylate
• Synonyms: tert-Butyl (3R)-3-methylpiperazine-1-carboxylate; (3R)-3-Methylpiperazine, N1-BOC protected; tert-Butyl (S)-3-methyl-1-piperazinecarboxylate; (S)-1-Boc-3-methylpiperazine; (S)-1-Boc-3-Methylpiperazine; (S)-(-)-1-Boc-3-methylpiperazine; (S)-tert-butyl 3-methylpiperazine-1-carboxylate; (S)-3-Methyl-piperazine-1-carboxylic acid tert-butyl ester; tert-butyl (3S)-3-methylpiperazine-1-carboxylate; (S)-3-甲基-1-哌嗪羧酸叔丁酯; (S)-1-Boc-3-甲基哌嗪; (S)-(-)-1-Boc-3-甲基哌嗪

Database IDs

• CAS Number: 163765-44-4; 147081-29-6
• MDL Number: MFCD02683204; MFCD02683205
• PubChem SID: 162042545; 24882474
• PubChem CID: 7023035

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.373739
• LogD (pH = 7.4): 0.3512375
• Log P: 0.9709613
• Molar Refractivity: 54.8627 cm^3
• Polarizability: 21.854008 Å^3
• Polar Surface Area: 41.57 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 38-41°C; 40-47°C
• Flash Point: 106.1°C
• Optical Rotation: [α]/D -16±2°, c = 1 in dioxane; -16 (c=1 in dioxane)
• Hydrophobicity(logP): 2.084

Safety Information

• Storage Warning: Air Sensitive; Irritant/Corrosive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; 37/38-41
• Safety Statements: 26-37; 26-39
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H318-H335; H315-H319-H335
• GHS Precautionary statements: P261-P280-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%; 97%; 98%
• Empirical Formula (Hill Notation): C10H20N2O2

DETAILS

Sigma Aldrich - 63207

Packaging
1 g in poly tube
5 g in poly bottle
Application
Reactant involved in the synthesis of biologically activy molecules including:
• CCR5 antagonists with anti-HIV-1 activity1,2
• Opioid receptor antagonists3
• Human growth hormone secretagogue receptor antagonists for treatment of obesity4
• Fatty acid oxidation inhibitors5