Technology Process of <(1S)-<1-2H>-2-furfuryl> (2S)-2-acetoxy-2-phenylethanoate
There total 5 articles about <(1S)-<1-2H>-2-furfuryl> (2S)-2-acetoxy-2-phenylethanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 75 percent / BF3*Et2O / CH2Cl2 / 0 degC, 1 h then 25 degC, 18 h
2: 84 percent / n-butyllithium, deuterium oxide / tetrahydrofuran; hexane / -50 degC, 6 h then allowed to warm to 25 degC
3: 71 percent / mercuric oxide, mercuric chloride / methanol; H2O / 4 h / Heating
4: 75 percent / (R)-(+)-B-isopinocampheyl-9-borabicyclo<3.3.1>nonane / tetrahydrofuran / 25 degC, 4 h then 75 degC, 1 h
5: 81.2 percent / DCC / DMAP / CH2Cl2 / 0 degC, 4 h then 25 degC, 18 h
With
n-butyllithium; B-isopinocampheyl-9-borabicyclo[3.3.1]nonane; boron trifluoride diethyl etherate; water-d2; dicyclohexyl-carbodiimide; mercury dichloride; mercury(II) oxide;
dmap;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water;
DOI:10.1016/S0040-4020(01)86064-6
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 84 percent / n-butyllithium, deuterium oxide / tetrahydrofuran; hexane / -50 degC, 6 h then allowed to warm to 25 degC
2: 71 percent / mercuric oxide, mercuric chloride / methanol; H2O / 4 h / Heating
3: 75 percent / (R)-(+)-B-isopinocampheyl-9-borabicyclo<3.3.1>nonane / tetrahydrofuran / 25 degC, 4 h then 75 degC, 1 h
4: 81.2 percent / DCC / DMAP / CH2Cl2 / 0 degC, 4 h then 25 degC, 18 h
With
n-butyllithium; B-isopinocampheyl-9-borabicyclo[3.3.1]nonane; water-d2; dicyclohexyl-carbodiimide; mercury dichloride; mercury(II) oxide;
dmap;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water;
DOI:10.1016/S0040-4020(01)86064-6