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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:
Molecular Weight:
237.06
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

565814-VAR:
565814-BULK:
565814-5G:
565814-1G:


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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