Technology Process of (2S,3R,4R)-2-(4-(benzyloxy)-3-methoxyphenyl)-5-methoxy-3,4-dimethyltetrahydrofuran
There total 18 articles about (2S,3R,4R)-2-(4-(benzyloxy)-3-methoxyphenyl)-5-methoxy-3,4-dimethyltetrahydrofuran which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(3R,4R,5S)-5-(4-(benzyloxy)-3-methoxyphenyl)-3,4-dimethyldihydrofuran-2(3H)-one;
With
diisobutylaluminium hydride;
In
dichloromethane; toluene;
at -78 ℃;
for 1h;
Trimethyl orthoacetate;
With
toluene-4-sulfonic acid;
In
methanol; dichloromethane; toluene;
at 20 ℃;
for 12h;
Further stages.;
DOI:10.1021/ol7016388
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: triethylamine / CH2Cl2 / 0.5 h / -78 °C
2.1: 948.7 mg / dimethylsulfoxide / 2 h / 70 °C
3.1: NaOH / tetrahydrofuran; methanol; H2O / 12 h / 140 °C
3.2: 70 percent / HCl / various solvents / 12 h / 20 °C
4.1: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C
4.2: 92 percent / tetrahydrofuran / 1 h / -78 °C
5.1: DIBAL-H / CH2Cl2; toluene / 1 h / -78 °C
5.2: 93 percent / PTSA / CH2Cl2; toluene; methanol / 12 h / 20 °C
With
sodium hydroxide; diisobutylaluminium hydride; triethylamine; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; toluene;
DOI:10.1021/ol7016388
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 91 percent / imidazole / dimethylformamide / 12 h / 20 °C
2.1: 88 percent / NaBH4 / tetrahydrofuran; methanol; H2O / 24 h / 20 °C
3.1: triethylamine / CH2Cl2 / 0.5 h / -78 °C
4.1: 948.7 mg / dimethylsulfoxide / 2 h / 70 °C
5.1: NaOH / tetrahydrofuran; methanol; H2O / 12 h / 140 °C
5.2: 70 percent / HCl / various solvents / 12 h / 20 °C
6.1: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C
6.2: 92 percent / tetrahydrofuran / 1 h / -78 °C
7.1: DIBAL-H / CH2Cl2; toluene / 1 h / -78 °C
7.2: 93 percent / PTSA / CH2Cl2; toluene; methanol / 12 h / 20 °C
With
1H-imidazole; sodium hydroxide; sodium tetrahydroborate; diisobutylaluminium hydride; triethylamine; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol7016388
