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ChemicalBook CAS DataBase List (Z)-tert-butyl 3-((dimethylamino)methylene)-4-oxopyrrolidine-1-carboxylate
905274-02-4

(Z)-tert-butyl 3-((dimethylamino)methylene)-4-oxopyrrolidine-1-carboxylate synthesis

2synthesis methods
4637-24-5 Synthesis
N,N-Dimethylformamide dimethyl acetal

4637-24-5
607 suppliers
$5.00/25g

101385-93-7 Synthesis
N-Boc-3-pyrrolidinone

101385-93-7
476 suppliers
$5.00/1g

(Z)-tert-butyl 3-((dimethylamino)methylene)-4-oxopyrrolidine-1-carboxylate

905274-02-4
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inquiry

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Yield:905274-02-4 82%

Reaction Conditions:

in tetrahydrofuran at 70; for 16 h;

Steps:

1 Synthesis 1 : tert- Butyl (Z)-3-((dimethylamino)methylene)-4- oxopyrrolidine-1 -carboxylate (ZCN004)

to a solution of A/-Boc-3-pyrrolidinone (1 1 g, 59.4 mmol), N,N- dimethylformamide dimethyl acetal (21.2 g, 178.2 mmol, 23.7 mL) in THF (20 mL) was stirred at 70 °C for 16 h. The reaction was cooled down to 23 °C and the solvent was evaporated under reduced pressure. The residue was triturated with hexane, filtered, washed with hexane and dried under reduced pressure. The resulting enamine ZCN004 as a yellow-orange powder (1 1.7 g, 82%), which was used for the next synthetic step without further purification. 1H NMR (400 MHz, CDC ) d 7.32 (s, (0283) 1 H), 4.59 (s, 2H), 3.82 (s, 2H), 3.1 1 (s, 6H), 1.49 (s, 9H). m/z (ESI) (relative intensity) 241.1 [M+H]+ (100).

References:

WO2020/178782,2020,A1 Location in patent:Paragraph 0169

101385-93-7 Synthesis
N-Boc-3-pyrrolidinone

101385-93-7
476 suppliers
$5.00/1g

(Z)-tert-butyl 3-((dimethylamino)methylene)-4-oxopyrrolidine-1-carboxylate

905274-02-4
14 suppliers
inquiry