Technology Process of (2R,3R)-5-Methoxy-2-[(E)-4-(4-methoxy-benzyloxy)-1-methyl-but-1-enyl]-3-methyl-tetrahydro-furan
There total 7 articles about (2R,3R)-5-Methoxy-2-[(E)-4-(4-methoxy-benzyloxy)-1-methyl-but-1-enyl]-3-methyl-tetrahydro-furan which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
toluene-4-sulfonic acid;
In
methanol;
at 22 ℃;
for 0.5h;
DOI:10.1021/ol005510c
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 68 percent / Bu2BOTf; i-Pr2NEt / diethyl ether / 6 h / -78 °C
2: 80 percent / MeOH / 2 h / -78 - -10 °C
3: 90 percent / 2,6-lutidine / CH2Cl2 / 0.17 h / -78 °C
4: 93 percent / DIBAl-H / CH2Cl2 / 0.5 h / -78 °C
5: 99 percent / DMSO; (COCl)2; Et3N / CH2Cl2 / -78 °C
6: 97 percent / KO-t-Bu / tetrahydrofuran / 2 h / 0 - 22 °C
7: 86 percent / p-TsOH / methanol / 0.5 h / 22 °C
With
2,6-dimethylpyridine; methanol; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; potassium tert-butylate; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane;
1: Heathcock anti-aldol reaction / 2: methanolysis / 3: silylation / 4: Reduction / 5: Swern oxidation / 6: Wittig reaction / 7: Cyclization;
DOI:10.1021/ol005510c
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 90 percent / 2,6-lutidine / CH2Cl2 / 0.17 h / -78 °C
2: 93 percent / DIBAl-H / CH2Cl2 / 0.5 h / -78 °C
3: 99 percent / DMSO; (COCl)2; Et3N / CH2Cl2 / -78 °C
4: 97 percent / KO-t-Bu / tetrahydrofuran / 2 h / 0 - 22 °C
5: 86 percent / p-TsOH / methanol / 0.5 h / 22 °C
With
2,6-dimethylpyridine; oxalyl dichloride; potassium tert-butylate; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane;
1: silylation / 2: Reduction / 3: Swern oxidation / 4: Wittig reaction / 5: Cyclization;
DOI:10.1021/ol005510c
![Triethyl-[(E)-(R)-5-(4-methoxy-benzyloxy)-1-((E)-(R)-3-methoxy-1-methyl-allyl)-2-methyl-pent-2-enyloxy]-silane](/Databaselist/images/loading.webp)
