Technology Process of (S,3E,5Z)-6-iodo-1-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}-7-(triisopropylsilyloxy)hepta-3,5-dien-1-ol
There total 12 articles about (S,3E,5Z)-6-iodo-1-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}-7-(triisopropylsilyloxy)hepta-3,5-dien-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
2,6-dimethylpyridine;
In
dichloromethane;
at 0 ℃;
for 6h;
DOI:10.1021/jo062089i
- Guidance literature:
-
Multi-step reaction with 11 steps
1: NaH / dimethylformamide / -20 - 20 °C
2: 6.24 g / Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
3: 54 percent / tetrahydrofuran / 0.5 h / -78 °C
4: 99 percent / 2,6-lutidine / CH2Cl2 / 1 h / 0 °C
5: H2O; NMO; OsO4 / acetone / 4 h / 20 °C
6: 533 mg / NaIO4; H2O / methanol / 2 h / 0 °C
7: 73 percent / benzene / 48 h / 80 °C
8: 61 percent / K2CO3; TBAB / methanol / 9.5 h / 50 °C
9: 91 percent / DIBAL / CH2Cl2; hexane / 0.5 h / 0 °C
10: 95 percent / HF*pyridine; pyridine / tetrahydrofuran / 19 h / 20 °C
11: 75 percent / 2,6-lutidine / CH2Cl2 / 6 h / 0 °C
With
pyridine; 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; tetrabutylammomium bromide; water; sodium hydride; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; pyridine hydrogenfluoride;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; benzene;
2: Dess-Martin oxidation / 7: Wittig reaction / 8: Wittig reaction;
DOI:10.1021/jo062089i
- Guidance literature:
-
Multi-step reaction with 11 steps
1: NaH / dimethylformamide / -20 - 20 °C
2: 6.24 g / Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
3: 54 percent / tetrahydrofuran / 0.5 h / -78 °C
4: 99 percent / 2,6-lutidine / CH2Cl2 / 1 h / 0 °C
5: H2O; NMO; OsO4 / acetone / 4 h / 20 °C
6: 533 mg / NaIO4; H2O / methanol / 2 h / 0 °C
7: 73 percent / benzene / 48 h / 80 °C
8: 61 percent / K2CO3; TBAB / methanol / 9.5 h / 50 °C
9: 91 percent / DIBAL / CH2Cl2; hexane / 0.5 h / 0 °C
10: 95 percent / HF*pyridine; pyridine / tetrahydrofuran / 19 h / 20 °C
11: 75 percent / 2,6-lutidine / CH2Cl2 / 6 h / 0 °C
With
pyridine; 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; tetrabutylammomium bromide; water; sodium hydride; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; pyridine hydrogenfluoride;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; benzene;
2: Dess-Martin oxidation / 7: Wittig reaction / 8: Wittig reaction;
DOI:10.1021/jo062089i
![(S,2Z,4E)-2-iodo-7-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}hepta-2,4-diene-1,7-diol](/Databaselist/images/loading.webp)
