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912255

sBOX(tBu)

Name: sBOX(<I>t</I>Bu)
Brand: ALDRICH

≥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:

2328084-27-9

Molecular Weight:

380.44

MDL number:

MFCD32672296

UNSPSC Code:

12352005

NACRES:

NA.22

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Properties

Product Name

sBOX(tBu), ≥95%

assay

≥95%

form

powder or solid

mp

120.5 °C

storage temp.

2-8°C

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

Description

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)

Other Notes

New Bisoxazoline Ligands Enable Enantioselective Electrocatalytic Cyanofunctionalization of Vinylarenes

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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New Bisoxazoline Ligands Enable Enantioselective Electrocatalytic Cyanofunctionalization of Vinylarenes.

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

Global Trade Item Number

SKU	GTIN
912255-100MG	04061841389477