Technology Process of (1S,6R,7S,7aS)-6-Benzyl-7-hydroxy-7a-hydroxymethyl-1-isopropyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one
There total 11 articles about (1S,6R,7S,7aS)-6-Benzyl-7-hydroxy-7a-hydroxymethyl-1-isopropyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogen fluoride;
In
acetonitrile;
at 23 ℃;
for 24h;
Yield given;
DOI:10.1021/ja973444c
- Guidance literature:
-
Multi-step reaction with 8 steps
1: trifluoromethanesulfonic acid / methanol; H2O / 6.5 h / 80 - 85 °C
2: imidazole / dimethylformamide / 25 h / 23 °C
3: p-TsOH*H2O / benzene / 0.5 h / 80 °C
4: LiBH4 / tetrahydrofuran; methanol / 20 h / 23 °C
5: oxalyl chloride, DMSO, Et3N / CH2Cl2 / 2 h / -78 °C
6: 1.) MgI2, 3.) K2CO3
7: 1.) i-Pr2NEt, H2 / 1.) 10percent Pd/C / 1.) EtOH, 23 deg C, 22 h, 2.) MeOH, 50 deg C, 24 h
8: 48percent HF / acetonitrile / 24 h / 23 °C
With
1H-imidazole; lithium borohydride; oxalyl dichloride; trifluorormethanesulfonic acid; hydrogen fluoride; hydrogen; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; magnesium iodide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/ja973444c
- Guidance literature:
-
Multi-step reaction with 4 steps
1: oxalyl chloride, DMSO, Et3N / CH2Cl2 / 2 h / -78 °C
2: 1.) MgI2, 3.) K2CO3
3: 1.) i-Pr2NEt, H2 / 1.) 10percent Pd/C / 1.) EtOH, 23 deg C, 22 h, 2.) MeOH, 50 deg C, 24 h
4: 48percent HF / acetonitrile / 24 h / 23 °C
With
oxalyl dichloride; hydrogen fluoride; hydrogen; potassium carbonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; magnesium iodide;
palladium on activated charcoal;
In
dichloromethane; acetonitrile;
DOI:10.1021/ja973444c
![(1S,6R,7S,7aS)-6-Benzyl-7a-(tert-butyl-dimethyl-silanyloxymethyl)-7-hydroxy-1-isopropyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one](/Databaselist/images/loading.webp)
