Technology Process of (1R,2S,7S,7aS)-1,2-Dihydroxy-7-(4-methoxybenzyloxy)hexahydro-1H-pyrrolizin-5-one
There total 11 articles about (1R,2S,7S,7aS)-1,2-Dihydroxy-7-(4-methoxybenzyloxy)hexahydro-1H-pyrrolizin-5-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
osmium(VIII) oxide; N-methyl-2-indolinone;
In
acetone;
at 20 ℃;
for 30h;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: DIBAL-H / CH2Cl2 / 1.5 h / 0 - 20 °C
1.2: 63 percent / I2 / benzene / 1 h / 20 °C / UV-irradiation
2.1: 2.44 g / (COCl)2; DMSO; Et3N / dimethylsulfoxide / 1.92 h / -60 °C
3.1: 2.67 g / aq. NaClO2; NaH2PO4*H2O; 2-methylbut-2-ene / 2-methyl-propan-2-ol / 0.67 h / 0 - 20 °C
4.1: 2.32 g / pyridine / tetrahydrofuran / 20 h / 20 °C
5.1: 1.51 g / hydroxylamine hydrochloride; Et3N / CH2Cl2 / 3 h / 20 °C
6.1: Bu4NIO4 / CHCl3 / 2 h / 22 °C
7.1: 91 percent / Na(Hg); Na2HPO4 / ethanol / 14 h / 0 °C
8.1: Et3N / CH2Cl2 / 0.83 h / 0 - 20 °C
9.1: 326 mg / LDA / tetrahydrofuran / 2 h / -78 - 20 °C
10.1: 65 percent / aq. OsO4; NMO / acetone / 30 h / 20 °C
With
pyridine; sodium chlorite; disodium hydrogenphosphate; sodium dihydrogenphosphate; osmium(VIII) oxide; N-methyl-2-indolinone; sodium amalgam; 2-methyl-but-2-ene; oxalyl dichloride; hydroxylamine hydrochloride; diisobutylaluminium hydride; tetrabutylammonium periodite; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; ethanol; dichloromethane; chloroform; dimethyl sulfoxide; acetone; tert-butyl alcohol;
2.1: Swern oxidation;
- Guidance literature:
-
With
potassium osmate(VI); 1,4-bis(9-O-dihydroquinidine)phthalazine;
In
tert-butyl alcohol;
at 22 ℃;
for 72h;
Further Variations:;
Reagents;
Solvents;
Time;
Product distribution;