Synthesis of a diastereomeric mixture of deuterium-labeled lovastatin and its acid ammonium salt

Liang, Dawei; Li, Shuang; Zhang, Meihui; Dong, Jinhua

doi:10.1007/s10967-014-2993-5

Cited by 3 publications

(2 citation statements)

References 9 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The aqueous layer was extracted with ethyl acetate (15 mL × 3). The combined organic layer was washed with water and brine, dried over anhydrous MgSO 4 , and concentrated in vacuo to afford 2-[ 2 H 3 ]methylbutyric acid (0.71 g, 75%) . The following steps are the same as those for the substrates.…”

Section: Experimental Sectionmentioning

confidence: 99%

See 1 more Smart Citation

2-Amino-5,6-difluorophenyl-1H-pyrazole-Directed Pd^II Catalysis: Arylation of Unactivated β-C(sp³)–H Bonds

Yang¹,

Fu²,

Tang³

et al. 2019

J. Org. Chem.

View full text Add to dashboard Cite

Palladium-catalyzed arylation of unactivated β-C(sp3)–H bonds in carboxylic acid derivatives with aryl iodides is described for the first time using 2-amino-5,6-difluorophenyl-1H-pyrazole as an efficient and readily removable directing group. Two fluoro groups are installed at the 5- and 6-position of the anilino moiety in 2-aminophenyl-1H-pyrazole, clearly enhancing the directing ability of the auxiliary. In addition, the protocol employs Cu(OAc)2/Ag3PO4 (1.2/0.3) as additives, evidently reducing the stoichiometric amount of expensive silver salts. Furthermore, this process exhibits high β-site selectivity, compatibility with diverse substrates containing α-hydrogen atoms, and excellent functional group tolerance.

show abstract

Section: Experimental Sectionmentioning

confidence: 99%

“…The combined organic layer was washed with water and brine, dried over anhydrous MgSO 4 , and concentrated in vacuo to afford 2-[ 2 H 3 ]methylbutyric acid (0.71 g, 75%). 25 The following steps are the same as those for the substrates. [D 3 ]-1d was obtained in 40% yield (0.56 g).…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

2-Amino-5,6-difluorophenyl-1H-pyrazole-Directed Pd^II Catalysis: Arylation of Unactivated β-C(sp³)–H Bonds

Yang¹,

Fu²,

Tang³

et al. 2019

J. Org. Chem.

View full text Add to dashboard Cite

show abstract

Synthesis of deuterium-labeled (3R, 5S)-fluvastatin and (3S, 5R)-fluvastatin

Tian

2018

J Radioanal Nucl Chem

View full text Add to dashboard Cite

Synthesis of deuterium-labeled rosuvastatin calcium

Tian

et al. 2020

J Radioanal Nucl Chem

View full text Add to dashboard Cite

Synthesis of a diastereomeric mixture of deuterium-labeled lovastatin and its acid ammonium salt

Cited by 3 publications

References 9 publications

2-Amino-5,6-difluorophenyl-1H-pyrazole-Directed Pd^II Catalysis: Arylation of Unactivated β-C(sp³)–H Bonds

2-Amino-5,6-difluorophenyl-1H-pyrazole-Directed Pd^II Catalysis: Arylation of Unactivated β-C(sp³)–H Bonds

Synthesis of deuterium-labeled (3R, 5S)-fluvastatin and (3S, 5R)-fluvastatin

Synthesis of deuterium-labeled rosuvastatin calcium

Contact Info

Product

Resources

About

Synthesis of a diastereomeric mixture of deuterium-labeled lovastatin and its acid ammonium salt

Cited by 3 publications

References 9 publications

2-Amino-5,6-difluorophenyl-1H-pyrazole-Directed PdII Catalysis: Arylation of Unactivated β-C(sp3)–H Bonds

2-Amino-5,6-difluorophenyl-1H-pyrazole-Directed PdII Catalysis: Arylation of Unactivated β-C(sp3)–H Bonds

Synthesis of deuterium-labeled (3R, 5S)-fluvastatin and (3S, 5R)-fluvastatin

Synthesis of deuterium-labeled rosuvastatin calcium

Contact Info

Product

Resources

About

2-Amino-5,6-difluorophenyl-1H-pyrazole-Directed Pd^II Catalysis: Arylation of Unactivated β-C(sp³)–H Bonds

2-Amino-5,6-difluorophenyl-1H-pyrazole-Directed Pd^II Catalysis: Arylation of Unactivated β-C(sp³)–H Bonds