Technology Process of (3SR,4S,5R,6R,7R)-4,6-dimethyl-7-(4-methoxybenzyloxy)-5,6-<1-(4-methoxyphenyl)ethylidenedioxy>-2-methylenenonane-1,3-diol
There total 11 articles about (3SR,4S,5R,6R,7R)-4,6-dimethyl-7-(4-methoxybenzyloxy)-5,6-<1-(4-methoxyphenyl)ethylidenedioxy>-2-methylenenonane-1,3-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
for 5h;
Yield given;
Ambient temperature;
DOI:10.1248/cpb.37.1160
- Guidance literature:
-
Multi-step reaction with 9 steps
1: CSA / CH2Cl2 / 2 h / Ambient temperature
2: 1N KOH / methanol / 18 h / Ambient temperature
3: 94 percent / oxalyl chloride / CH2Cl2; dimethylsulfoxide / 0.5 h / -60 - -50 °C
4: 99 percent / LDA / tetrahydrofuran / -83 deg C, -20 deg C, 2 h
5: 90 percent / Et3N / benzene / 0.33 h / 7 °C
6: 99 percent / NaOEt / tetrahydrofuran / 3.5 h / Ambient temperature
7: 78 percent / LiAlH4 / diethyl ether / 2 h / 0 °C
8: m-CPBA / CH2Cl2 / 2.5 h / -20 °C
9: 1M n-Bu4NF / tetrahydrofuran / 5 h / Ambient temperature
With
potassium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium ethanolate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1248/cpb.37.1160
- Guidance literature:
-
Multi-step reaction with 10 steps
1: pyridine / CH2Cl2 / 0 deg C, rt, 10.5 h
2: CSA / CH2Cl2 / 2 h / Ambient temperature
3: 1N KOH / methanol / 18 h / Ambient temperature
4: 94 percent / oxalyl chloride / CH2Cl2; dimethylsulfoxide / 0.5 h / -60 - -50 °C
5: 99 percent / LDA / tetrahydrofuran / -83 deg C, -20 deg C, 2 h
6: 90 percent / Et3N / benzene / 0.33 h / 7 °C
7: 99 percent / NaOEt / tetrahydrofuran / 3.5 h / Ambient temperature
8: 78 percent / LiAlH4 / diethyl ether / 2 h / 0 °C
9: m-CPBA / CH2Cl2 / 2.5 h / -20 °C
10: 1M n-Bu4NF / tetrahydrofuran / 5 h / Ambient temperature
With
pyridine; potassium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium ethanolate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1248/cpb.37.1160
![((2R,3R)-3-{(S)-1-[(4R,5R)-5-[(R)-1-(4-Methoxy-benzyloxy)-propyl]-2-(4-methoxy-phenyl)-2,5-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-2-trimethylsilanylmethyl-oxiranyl)-methanol](/Databaselist/images/loading.webp)
