Technology Process of 1-Pyrrolidinecarboxylic acid,
2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-methylene-,
1,1-dimethylethyl ester, (2S)-
There total 2 articles about 1-Pyrrolidinecarboxylic acid,
2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-methylene-,
1,1-dimethylethyl ester, (2S)- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Methyltriphenylphosphonium bromide;
With
potassium tert-butylate;
In
tetrahydrofuran;
at 0 ℃;
for 1h;
Inert atmosphere;
(S)-tert-butyl 2-((tert-butyldimethylsilyloxy)methyl)-4-oxopyrrolidine-1-carboxylate;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 4h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 85 percent / TBAF / tetrahydrofuran / 6 h / 20 °C
2: 90 percent / Ir(COD)PyPCy3PF6; hydrogen / CH2Cl2 / 18 h / 20 °C / 760 Torr
3: 84 percent / NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6
With
2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; Crabtree's catalyst; NaH2PO4 buffer; tetrabutyl ammonium fluoride; hydrogen;
sodium hypochlorite;
In
tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1021/jo034214l