Technology Process of (R)-4-Benzyl-3-[(3aR,4R,5R,7aS)-5-(3-hydroxy-propyl)-2,3,3a,4,5,7a-hexahydro-1H-indene-4-carbonyl]-oxazolidin-2-one
There total 10 articles about (R)-4-Benzyl-3-[(3aR,4R,5R,7aS)-5-(3-hydroxy-propyl)-2,3,3a,4,5,7a-hexahydro-1H-indene-4-carbonyl]-oxazolidin-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: pyridine / 14 h / Ambient temperature
2: 74 percent / Li2CuCl4 / 2 h / -30 °C
3: AcOH / H2O; tetrahydrofuran / 4 h / 80 °C
4: t-BuOK / tetrahydrofuran / 5 h / -20 °C
5: 57 percent / 10percent NaOH / methanol; tetrahydrofuran / 10 h / Ambient temperature
6: (COCl)2 / toluene / 20 h / Ambient temperature
7: n-BuLi / tetrahydrofuran / 1.5 h / -78 °C
8: 57 percent / 1.3 eq. Me2AlCl / CH2Cl2 / 5 h / -30 °C
9: 100 percent / ceric ammonium nitrate / acetonitrile; H2O / 0.25 h / 0 °C
With
pyridine; sodium hydroxide; n-butyllithium; oxalyl dichloride; ammonium cerium(IV) nitrate; potassium tert-butylate; dimethylaluminum chloride; acetic acid;
dilithium tetrachlorocuprate;
In
tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/S0040-4039(00)99589-3
- Guidance literature:
-
Multi-step reaction with 10 steps
1: diisobutylalumnum hydride / diethyl ether / 1 h / -78 °C
2: pyridine / 14 h / Ambient temperature
3: 74 percent / Li2CuCl4 / 2 h / -30 °C
4: AcOH / H2O; tetrahydrofuran / 4 h / 80 °C
5: t-BuOK / tetrahydrofuran / 5 h / -20 °C
6: 57 percent / 10percent NaOH / methanol; tetrahydrofuran / 10 h / Ambient temperature
7: (COCl)2 / toluene / 20 h / Ambient temperature
8: n-BuLi / tetrahydrofuran / 1.5 h / -78 °C
9: 57 percent / 1.3 eq. Me2AlCl / CH2Cl2 / 5 h / -30 °C
10: 100 percent / ceric ammonium nitrate / acetonitrile; H2O / 0.25 h / 0 °C
With
pyridine; sodium hydroxide; n-butyllithium; oxalyl dichloride; ammonium cerium(IV) nitrate; potassium tert-butylate; dimethylaluminum chloride; diisobutylaluminium hydride; acetic acid;
dilithium tetrachlorocuprate;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/S0040-4039(00)99589-3