Technology Process of (2'R,3'R,5R)-(-)-1-(3'-hydroxy-2'-methyl-3'-phenyl-1'-oxopropyl)-3,3,5-trimethyl-2-pyrrolidinone
There total 10 articles about (2'R,3'R,5R)-(-)-1-(3'-hydroxy-2'-methyl-3'-phenyl-1'-oxopropyl)-3,3,5-trimethyl-2-pyrrolidinone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(5R)-(-)-(1'-oxopropyl)-5,3,3-trimethylpyrrolidin-2-one;
With
di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at 0 ℃;
for 0.5h;
benzaldehyde;
In
dichloromethane;
at -78 - 0 ℃;
for 1.5h;
With
dihydrogen peroxide;
In
methanol; phosphate buffer; dichloromethane;
at 0 ℃;
for 1h;
pH=7;
DOI:10.1016/S0957-4166(02)00166-0
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 95 percent / PTSA / toluene / 4 h / Heating
2.1: 86 percent / LDA / tetrahydrofuran / -78 - 20 °C
3.1: 100 percent / PTSA / methanol / 4 h / Heating
4.1: 85 percent / Et3N / CH2Cl2 / 4 h / 20 °C
5.1: 95 percent / LiBr / acetone / 6 h / Heating
6.1: 91 percent / H2; Et3N / Pd/C / ethanol; methanol / 24 h / 20 °C
7.1: 90 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C
8.1: Bu2BOTf; DIPEA / CH2Cl2 / 0.5 h / 0 °C
8.2: CH2Cl2 / 1.5 h / -78 - 0 °C
8.3: 84 percent / aq. H2O2 / CH2Cl2; aq. phosphate buffer; methanol / 1 h / 0 °C / pH 7
With
n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; hydrogen; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; lithium bromide; lithium diisopropyl amide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; acetone; toluene;
DOI:10.1016/S0957-4166(02)00166-0
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 86 percent / LDA / tetrahydrofuran / -78 - 20 °C
2.1: 100 percent / PTSA / methanol / 4 h / Heating
3.1: 85 percent / Et3N / CH2Cl2 / 4 h / 20 °C
4.1: 95 percent / LiBr / acetone / 6 h / Heating
5.1: 91 percent / H2; Et3N / Pd/C / ethanol; methanol / 24 h / 20 °C
6.1: 90 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C
7.1: Bu2BOTf; DIPEA / CH2Cl2 / 0.5 h / 0 °C
7.2: CH2Cl2 / 1.5 h / -78 - 0 °C
7.3: 84 percent / aq. H2O2 / CH2Cl2; aq. phosphate buffer; methanol / 1 h / 0 °C / pH 7
With
n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; hydrogen; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; lithium bromide; lithium diisopropyl amide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; acetone;
DOI:10.1016/S0957-4166(02)00166-0