Technology Process of {(2R,3R)-3-[(R)-2-(4-Methoxy-benzyloxy)-3-methyl-but-3-enyl]-oxiranyl}-methanol
There total 7 articles about {(2R,3R)-3-[(R)-2-(4-Methoxy-benzyloxy)-3-methyl-but-3-enyl]-oxiranyl}-methanol which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; D-(-)-diisopropyl tartrate;
In
dichloromethane;
at -20 ℃;
for 6h;
Title compound not separated from byproducts.;
DOI:10.1021/ol020193q
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 49 percent / t-BuOOH; L-(+)-DIPT; Ti(i-PrO)4 / CH2Cl2 / 24 h / -20 °C
2: 93 percent / 10-camphorsulfonic acid / CH2Cl2 / 25 h / 20 °C
3: 93 percent / LiAlH4 / tetrahydrofuran / 1 h / 20 °C
4: (COCl)2; DMSO; Et3N / CH2Cl2; dimethylsulfoxide / 1.17 h / -60 - 0 °C
5: 99 percent / LiCl; DBU / acetonitrile / 1 h / 0 - 20 °C
6: 92 percent / DIBAL / tetrahydrofuran; hexane / 2 h / -78 °C
7: t-BuOOH; D-(-)-DIPT; Ti(i-PrO)4 / CH2Cl2 / 6 h / -20 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; oxalyl dichloride; L-(+)-diisopropyl tartrate; (1S)-10-camphorsulfonic acid; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride;
In
tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; acetonitrile;
1: Sharpless asymmetric epoxidation / 4: Swern oxidation / 5: Wittig reaction / 7: Sharpless asymmetric epoxidation;
DOI:10.1021/ol020193q
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 93 percent / 10-camphorsulfonic acid / CH2Cl2 / 25 h / 20 °C
2: 93 percent / LiAlH4 / tetrahydrofuran / 1 h / 20 °C
3: (COCl)2; DMSO; Et3N / CH2Cl2; dimethylsulfoxide / 1.17 h / -60 - 0 °C
4: 99 percent / LiCl; DBU / acetonitrile / 1 h / 0 - 20 °C
5: 92 percent / DIBAL / tetrahydrofuran; hexane / 2 h / -78 °C
6: t-BuOOH; D-(-)-DIPT; Ti(i-PrO)4 / CH2Cl2 / 6 h / -20 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; oxalyl dichloride; (1S)-10-camphorsulfonic acid; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride;
In
tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; acetonitrile;
3: Swern oxidation / 4: Wittig reaction / 6: Sharpless asymmetric epoxidation;
DOI:10.1021/ol020193q
