793426
4-Fluorophenyl-α-MIDA-boryl aldehyde
95% (HPLC)
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About This Item
Empirical Formula (Hill Notation):
C13H13BFNO5
CAS Number:
Molecular Weight:
293.06
UNSPSC Code:
12352103
PubChem Substance ID:
assay
95% (HPLC)
mp
168-173 °C
storage temp.
2-8°C
SMILES string
O=C1OB2(C(C3=CC=C(F)C=C3)C([H])=O)OC(C[N](C)2C1)=O
InChI
1S/C13H13BFNO5/c1-16-6-12(18)20-14(16,21-13(19)7-16)11(8-17)9-2-4-10(15)5-3-9/h2-5,8,11H,6-7H2,1H3
InChI key
JJWSMIFASSANSV-UHFFFAOYSA-N
General description
4-Fluorophenyl-α-MIDA-boryl aldehyde is an α-MIDA (α-N-methyliminodiacetyl) boryl aldehyde derivative.
Application
This boronic acid derivative is in a series of the first known stable α-boryl aldehyde species. Through the employment of the MIDA-protected boronic ester, this building block has been shown as a precursor to the synthesis of unnatural amino acids.
Storage Class
13 - Non Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Jeffrey D St Denis et al.
Organic letters, 17(23), 5764-5767 (2015-11-21)
Herein, we describe the rhodium-catalyzed C-H amination reaction of 1,2-boryl sulfamate esters derived from amphoteric α-boryl aldehydes. Depending on the substitution pattern of the boryl sulfamate ester, a diverse range of five- or six-membered ring heterocycles are accessible using this
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