670650
(1R,2R)-trans-N-Boc-1,2-cyclohexanediamine
97%
Synonym(s):
(1R)-trans-N-Boc-1,2-diaminocyclohexane
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About This Item
Empirical Formula (Hill Notation):
C11H22N2O2
CAS Number:
Molecular Weight:
214.30
Beilstein:
7023564
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
≥96.5%
97%
form
solid
optical activity
[α]/D -26±2°, c = 1 in chloroform
optical purity
ee: ≥99.0%
functional group
amine
SMILES string
CC(C)(C)OC(=O)N[C@@H]1CCCC[C@H]1N
InChI
1S/C11H22N2O2/c1-11(2,3)15-10(14)13-9-7-5-4-6-8(9)12/h8-9H,4-7,12H2,1-3H3,(H,13,14)/t8-,9-/m1/s1
InChI key
AKVIZYGPJIWKOS-RKDXNWHRSA-N
Application
(1R,2R)-trans-N-Boc-1,2-cyclohexanediamine can be used as:
- An organocatalyst in the intramolecular desymmetrization of cyclohexanones to yield 2-azabicyclo[3.3.1]nonane.[1]
- A starting material in the synthesis of a chiral nickel catalyst applicable for the Michael addition reaction of 1,3-dicarbonyl compounds to yield nitroalkenes.[2]
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Robust and Recyclable Self-Supported Chiral Nickel Catalyst for the Enantioselective Michael Addition
Bissessar D, et al.
Advanced Synthesis & Catalysis, 358(12), 1982-1988 (2016)
Enantioselective Desymmetrization of Prochiral Cyclohexanones by Organocatalytic Intramolecular Michael Additions to α,β-Unsaturated Esters
Gammack Y, et al.
Angewandte Chemie (International Edition in English), 54(16), 4899-4903 (2015)
Robust and Recyclable Self-Supported Chiral Nickel Catalyst for the Enantioselective Michael Addition
Bissessar D, et al.
advanced synthesis and catalysis, 358(12), 1982-1988 (2016)
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