cas 76647-67-1, (2S,3R)-3-AMINO-2-HYDROXY-4-PHENYL-BUTYRIC ACID | Articles data ｜lookchem

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76647-67-1

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N -Boc amines to oxazolidinones via Pd(II)/bis-sulfoxide/br?nsted acid Co-catalyzed allylic C-H oxidation
A Pd(II)/bis-sulfoxide/Br?nsted acid catalyzed allylic C-H oxidation reaction for the synthesis of oxazolidinones from simple N-Boc amines is reported. A range of oxazolidinones are furnished in good yields (avg 63%) and excellent diastereoselectivities (avg 15:1) to furnish products regioisomeric from those previously obtained using allylic C-H amination reactions. Mechanistic studies suggest the role of the phosphoric acid is to furnish a Pd(II)bis-sulfoxide phosphate catalyst that promotes allylic C-H cleavage and π-allylPd functionalization with a weak, aprotic oxygen nucleophile and to assist in catalyst regeneration.
Osberger, Thomas J.,White, M. Christina
p. 11176 - 11181
(2014/08/18)

Diastereoselective Synthesis of 3-Amino-2-Hydroxyalkanoic Acid Derivatives
Both diastereomers of 3-amino-2-hydroxyalkanoic acid derivatives were synthesized selectively by LDA-induced reaction of N-methoxycarbonyl-1-methoxyamines with O-protected N,N-dimethylglycolamides.The inversion of the diastereoselectivity was highly achieved by 1) selecting the O-protecting groups and 2) the addition of Ti(OPr-i)4.
Kise, Naoki,Inakoshi, Naoto,Matsumura, Yoshihiro
p. 909 - 912
(2007/10/02)

Regio- and stereo-specific synthesis of threo-3-amino-2-hydroxy-acids, novel amino-acids contained in aminopeptidase inhibitors of microbial origin.
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Kato,Saino,Nishizawa,Takita,Umezawa
p. 1618 - 1621
(2007/10/02)

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Chemical Properties

Melting Point: 247 - 249 °C
Boiling Point: 428.5 °C at 760 mmHg
Flash Point:213 °C
Density: 1.285 g/cm³
Vapor Pressure: 4.17E-08mmHg at 25°C
Refractive Index: 1.595
PSA: 83.55000
LogP: 0.70220

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