427055

N-Boc-pyrrolidine

97%

• Synonym(s): tert-Butyl 1-pyrrolidinecarboxylate
• Empirical Formula (Hill Notation): C₉H₁₇NO₂
• CAS Number: 86953-79-9
• Molecular Weight: 171.24
• MDL number: MFCD00216581
• UNSPSC Code: 12352100
• PubChem Substance ID: 24866734
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 97%
• form: liquid
• refractive index: n20/D 1.449 (lit.)
• bp: 80 °C/0.2 mmHg (lit.)
• density: 0.977 g/mL at 25 °C (lit.)
• SMILES string: CC(C)(C)OC(=O)N1CCCC1
• InChI: 1S/C9H17NO2/c1-9(2,3)12-8(11)10-6-4-5-7-10/h4-7H2,1-3H3
• InChI key: LPQZERIRKRYGGM-UHFFFAOYSA-N

Description

General description

N-Boc-pyrrolidine is an N-substituted pyrrolidine. It is reported that the reactivity of N-Boc-pyrrolidine towards C-H insertion reaction is 2000 times more than cyclohexane. It undergoes α-arylation in the presence of a palladium catalyst with high enantioselectivity.

Application

N-Boc-pyrrolidine may be used in the synthesis of the following:

• 2-aryl-N-boc-pyrrolidines
• scalemic 2-pyrrolidinylcuprates
• 2-alkenyl-N-Boc-pyrrolidines
• 1-deoxycastanospermine
• methylphenidate analogues
• (+)-elaeokanine A

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 186.8 °F - closed cup
• Flash Point(C): 86 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves