모든 사진(1)
About This Item
실험식(Hill 표기법):
C9H17NO2
CAS Number:
Molecular Weight:
171.24
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22
추천 제품
Quality Level
분석
97%
양식
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
일반 설명
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.
애플리케이션
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
신호어
Warning
유해 및 위험 성명서
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
표적 기관
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
개인 보호 장비
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
이미 열람한 고객
Enantioselective, palladium-catalyzed α-arylation of N-boc-pyrrolidine.
Campos KR, et al.
Journal of the American Chemical Society, 128(11), 3538-3539 (2006)
Copper mediated scalemic organolithium reagents in alkaloid syntheses.
3Dieter RK, et al.
Tetrahedron, 61(13), 3221-3230 (2005)
Synthesis of methylphenidate analogues and their binding affinities at dopamine and serotonin transport sites.
Davies HML, et al.
Bioorganic & Medicinal Chemistry Letters, 14(7), 1799-1802 (2004)
Stereoselective synthesis of hydroxyindolizidines via sparteine-assisted deprotonation of N-Boc-pyrrolidine.
Majewski M, et al.
Tetrahedron Letters, 39(38), 6787-6790 (1998)
Graeme Barker et al.
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)
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