Technology Process of tert-butyl (3S,4R)-4,5-dihydroxy-3-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxypentanoate
There total 11 articles about tert-butyl (3S,4R)-4,5-dihydroxy-3-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxypentanoate 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:
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Multi-step reaction with 6 steps
1: oxalyl chloride; triethylamine; dimethyl sulfoxide / CH2Cl2 / 1 h / -78 - 0 °C
2: 577 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH2Cl2 / 20 h / 20 °C
3: 95 percent / NaBH4 / ethanol / 0.33 h / cooling
4: 1.72 g / triethylamine / CH2Cl2 / 0.17 h / cooling
5: 1.44 g / K2CO3 / acetonitrile / 6 h / Heating
6: 95 percent / acetic acid; water / tetrahydrofuran / 4 h / 40 °C
With
sodium tetrahydroborate; oxalyl dichloride; water; potassium carbonate; acetic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine;
In
tetrahydrofuran; ethanol; dichloromethane; acetonitrile;
DOI:10.1002/anie.200602030
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 95 percent / NaBH4 / ethanol / 0.33 h / cooling
2: 1.72 g / triethylamine / CH2Cl2 / 0.17 h / cooling
3: 1.44 g / K2CO3 / acetonitrile / 6 h / Heating
4: 95 percent / acetic acid; water / tetrahydrofuran / 4 h / 40 °C
With
sodium tetrahydroborate; water; potassium carbonate; acetic acid; triethylamine;
In
tetrahydrofuran; ethanol; dichloromethane; acetonitrile;
DOI:10.1002/anie.200602030
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 957 mg / 2-methyl-2-butene; NaH2PO4; NaClO2 / 2-methyl-propan-2-ol / 6 h
2: 828 mg / 4-(N,N-dimethylamino)pyridine; di-tert-butyl dicarbonate / 1 h / 20 °C
3: 95 percent / palladium on carbon; hydrogen / ethyl acetate / 13 h / 760 Torr
4: 96 percent / tetrabutylammonium fluoride; acetic acid / tetrahydrofuran / 15 h / 0 - 20 °C
5: oxalyl chloride; triethylamine; dimethyl sulfoxide / CH2Cl2 / 1 h / -78 - 0 °C
6: 577 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH2Cl2 / 20 h / 20 °C
7: 95 percent / NaBH4 / ethanol / 0.33 h / cooling
8: 1.72 g / triethylamine / CH2Cl2 / 0.17 h / cooling
9: 1.44 g / K2CO3 / acetonitrile / 6 h / Heating
10: 95 percent / acetic acid; water / tetrahydrofuran / 4 h / 40 °C
With
dmap; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; palladium on activated charcoal; 2-methyl-but-2-ene; oxalyl dichloride; di-tert-butyl dicarbonate; tetrabutyl ammonium fluoride; water; hydrogen; potassium carbonate; acetic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine;
In
tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; acetonitrile; tert-butyl alcohol;
DOI:10.1002/anie.200602030
