473049
(1S,4S)-(−)-2-Boc-2,5-diazabicyclo[2.2.1]heptane
95%
Synonym(s):
tert-Butyl (1S,4S)-(−)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate
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About This Item
Empirical Formula (Hill Notation):
C10H18N2O2
CAS Number:
Molecular Weight:
198.26
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Product Name
(1S,4S)-(−)-2-Boc-2,5-diazabicyclo[2.2.1]heptane, 95%
InChI
1S/C10H18N2O2/c1-10(2,3)14-9(13)12-6-7-4-8(12)5-11-7/h7-8,11H,4-6H2,1-3H3/t7-,8-/m0/s1
SMILES string
CC(C)(C)OC(=O)N1C[C@@H]2C[C@H]1CN2
InChI key
UXAWXZDXVOYLII-YUMQZZPRSA-N
assay
95%
optical activity
[α]22/D −44°, c = 1 in chloroform
mp
74-76 °C (lit.)
Quality Level
Related Categories
Application
(1S,4S)-(-)-2-Boc-2,5-diazabicyclo[2.2.1]heptane may be used in the preparation of 2-boc-5-(4-nitrophenyl)-2,5-diaza-bicyclo[2.2.1]heptane by reacting with p-nitrobenzene.
It may also be used to develop:
It may also be used to develop:
- indazolylpyrazolo[1,5-a]pyrimidine analogs based B-Raf inhibitors
- CCR2 antagonists
- α4β2 nicotinic acetylcholine receptor (nAChR) partial agonists
- azabicyclic sulfonamide based 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitors
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Synthesis and biological evaluation of novel hybrids of highly potent and selective a4?2-Nicotinic acetylcholine receptor (nAChR) partial agonists.
Zhang HK, et al.
European Journal of Medicinal Chemistry, 124, 689-697 (2016)
Design and synthesis of novel CCR2 antagonists: Investigation of non-aryl/heteroaryl binding motifs.
Trujillo JI, et al.
Bioorganic & Medicinal Chemistry Letters, 21(6), 1827-1831 (2011)
4-(Phenylaminomethylene) isoquinoline-1, 3 (2H,4H)-diones as potent and selective inhibitors of the cyclin-dependent kinase 4 (CDK4).
Tsou HR, et al.
Journal of Medicinal Chemistry, 51(12), 3507-3525 (2008)
Azabicyclic sulfonamides as potent 11?-HSD1 inhibitors.
Shah U, et al.
Bioorganic & Medicinal Chemistry Letters, 20(5), 1551-1554 (2010)
Indazolylpyrazolopyrimidine as highly potent B-Raf inhibitors with in vivo activity.
Wang Xi, et al.
Journal of Medicinal Chemistry, 53(21), 7874-7878 (2010)
Protocols
GC Analysis of Grob Test Mix on SLB®-IL76i
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