462403
Benzyl (S)-(−)-2-(1-pyrrolidinylcarbonyl)-1-pyrrolidinecarboxylate
97%
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About This Item
Empirical Formula (Hill Notation):
C17H22N2O3
CAS Number:
Molecular Weight:
302.37
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Assay:
97%
Form:
solid
InChI
1S/C17H22N2O3/c20-16(18-10-4-5-11-18)15-9-6-12-19(15)17(21)22-13-14-7-2-1-3-8-14/h1-3,7-8,15H,4-6,9-13H2/t15-/m0/s1
SMILES string
O=C(OCc1ccccc1)N2CCC[C@H]2C(=O)N3CCCC3
InChI key
VJDNUCLKCQKXMM-HNNXBMFYSA-N
assay
97%
form
solid
optical activity
[α]24/D −14°, c = 1.6 in methanol
mp
132-135 °C (lit.)
Application
Benzyl (S)-(−)-2-(1-pyrrolidinylcarbonyl)-1-pyrrolidinecarboxylate can be used as an intermediate in the preparation of:
- An organocatalyst, which is used in the Michael addition of cyclic ketones.
- Hydrazone-based chiral auxiliary, which is used to prepare chiral ketones.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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A highly enantioselective organocatalyst for the Michael addition of cyclic ketones to nitroolefins
Zhu M, et al.
Tetrahedron Asymmetry, 17(4), 491-493 (2006)
Investigation of a novel diamine based chiral auxiliary in the asymmetric alkylation of ketones
Clarke SL, et al.
Tetrahedron Asymmetry, 25(4), 356-361 (2014)
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