912255
sBOX(tBu)
≥95%, powder or solid
Synonym(s):
Di-tert-butyl 2,2′-(cyclopropane-1,1-diyl)(4S,4′S)-bis(4,5-dihydrooxazole-4-carboxylate)
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About This Item
Empirical Formula (Hill Notation):
C19H28N2O6
CAS Number:
Molecular Weight:
380.44
MDL number:
UNSPSC Code:
12352005
NACRES:
NA.22
Product Name
sBOX(tBu), ≥95%
SMILES string
N1=C(OC[C@H]1C(=O)OC(C)(C)C)C3(CC3)C2=N[C@@H](CO2)C(=O)OC(C)(C)C
InChI
1S/C19H28N2O6/c1-17(2,3)26-13(22)11-9-24-15(20-11)19(7-8-19)16-21-12(10-25-16)14(23)27-18(4,5)6/h11-12H,7-10H2,1-6H3/t11-,12-/m0/s1
InChI key
LKXTWWHADOFMCC-RYUDHWBXSA-N
assay
≥95%
form
powder or solid
mp
120.5 °C
storage temp.
2-8°C
Related Categories
Application
sBOX(tBu) is a serine-derived chiral bisoxazoline ligand. The additional coordinating functionality provided by the esters enables new reactivity compared to traditional BOX ligands. sBOX(iPr) has been shown to be an optimal ligand for the electrocatalytic cyanophosphorylation as well as hydrocyanation of vinylarenes.
Product can be used with our Synlectro electrochemistry platform (ESYNTH001)
Product can be used with our Synlectro electrochemistry platform (ESYNTH001)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Niankai Fu et al.
Journal of the American Chemical Society, 141(37), 14480-14485 (2019-09-10)
In contrast to the rapid growth of synthetic electrochemistry in recent years, enantioselective catalytic methods powered by electricity remain rare. In this work, we report the development of a highly enantioselective method for the electrochemical cyanophosphinoylation of vinylarenes. A new
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