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565814

Sigma-Aldrich

4-(N-Boc-amino)phenylboronic acid

≥95.0%

Synonym(s):

4-(Boc-amino)phenylboronic acid, 4-[(tert-Butoxycarbonyl)amino]benzeneboronic acid, C-(1,1-Dimethylethyl) N-(4-boronophenyl)carbamate, [4-(N-Bocamino)phenyl]boronic acid, [4-(tert-Butoxycarbonylamino)phenyl]boronic acid, [4-[[[(1,1-Dimethylethyl)oxy]carbonyl]amino]phenyl]boronic acid

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About This Item

Linear Formula:
(CH3)3CO2CNHC6H4B(OH)2
CAS Number:
380430-49-9
Molecular Weight:
237.06
MDL number:
MFCD02093054
UNSPSC Code:
12352103
PubChem Substance ID:
24880258
NACRES:
NA.22

Quality Level

100

Assay

≥95.0%

form

solid

mp

199-204 °C (dec.) (lit.)

SMILES string

CC(C)(C)OC(=O)Nc1ccc(cc1)B(O)O

InChI

1S/C11H16BNO4/c1-11(2,3)17-10(14)13-9-6-4-8(5-7-9)12(15)16/h4-7,15-16H,1-3H3,(H,13,14)

InChI key

UBVOLHQIEQVXGM-UHFFFAOYSA-N

Related Categories

Application

Boronic acid used in a study of the rhodium-catalyzed desymmetrization of a meso-cyclic allylic dicarbonate via SN2′ substitution.

Other Notes

Contains varying amounts of anhydride

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Frederic Menard et al.
Organic letters, 8(20), 4569-4572 (2006-09-22)
An enantio-, regio-, and diastereoselective rhodium(I)-catalyzed desymmetrization of a meso-cyclic allylic dicarbonate with organoboronic acid nucleophiles is described. The rhodium(I) catalyst formed in situ from [Rh(cod)OH]2 and Xyl-P-PHOS allowed the S(N)2' allylic substitution product to be obtained with a range

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