Recommended Products
Quality Level
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
Related Categories
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
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
closed cup
Flash Point(C)
closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
新产品
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Enantioselective, palladium-catalyzed α-arylation of N-boc-pyrrolidine.
Journal of the American Chemical Society, 128(11), 3538-3539 (2006)
Stereoselective synthesis of hydroxyindolizidines via sparteine-assisted deprotonation of N-Boc-pyrrolidine.
Tetrahedron Letters, 39(38), 6787-6790 (1998)
The Journal of organic chemistry, 76(15), 5936-5953 (2011-07-01)
A comprehensive study of the enantioselective Pd-catalyzed α-arylation of N-Boc pyrrolidine has been carried out. The protocol involves deprotonation of N-Boc pyrrolidine using s-BuLi/(-)-sparteine in TBME or Et(2)O at -78 °C, transmetalation with ZnCl(2) and Negishi coupling using Pd(OAc)(2), t-Bu(3)P-HBF(4)
Catalytic asymmetric C-H activation by methyl thiophen-3-yldiazoacetate applied to the synthesis of (+)-cetiedil.
Tetrahedron Letters, 43(28), 4981-4983 (2002)
Copper mediated scalemic organolithium reagents in alkaloid syntheses.
Tetrahedron, 61(13), 3221-3230 (2005)
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service