Technology Process of methyl (E)-(4S,5S,6S,7S)-5-acetoxy-7-(benzyloxy)-9,9-dibromo-2,4,6-trimethylnona-2,8-dienoate
There total 22 articles about methyl (E)-(4S,5S,6S,7S)-5-acetoxy-7-(benzyloxy)-9,9-dibromo-2,4,6-trimethylnona-2,8-dienoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
4 A molecular sieve; triphenylphosphine;
In
dichloromethane;
for 0.5h;
DOI:10.1021/ja00059a024
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 1.) O3, 2.) Me2S / 1.) MeOH, -78 deg C, 30 min, 2.) MeOH, RT
2: 1.) 4 Angstroem molecular sieves, 3.) NaBH4
3: 1.) O3, 2.) Ph3P / 1.) MeOH, -78 deg C, 2.) MeOH, RT, 2 h
4: 88 percent / toluene; CH2Cl2 / 12 h / 45 °C
5: 95 percent / DMAP, Et3N / CH2Cl2 / 16 h
6: 98 percent / aq. AcOH / methanol / 25 h / 95 °C
7: NaIO4 / tetrahydrofuran; H2O / 4 h / 25 °C
8: 85 percent / 4 Angstroem molecular sieves, Ph3P / CH2Cl2 / 0.5 h
With
dmap; sodium tetrahydroborate; sodium periodate; dimethylsulfide; 4 A molecular sieve; ozone; acetic acid; triethylamine; triphenylphosphine;
In
tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1021/ja00059a024
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1.) 4 Angstroem molecular sieves, 3.) NaBH4
2: 1.) O3, 2.) Ph3P / 1.) MeOH, -78 deg C, 2.) MeOH, RT, 2 h
3: 88 percent / toluene; CH2Cl2 / 12 h / 45 °C
4: 95 percent / DMAP, Et3N / CH2Cl2 / 16 h
5: 98 percent / aq. AcOH / methanol / 25 h / 95 °C
6: NaIO4 / tetrahydrofuran; H2O / 4 h / 25 °C
7: 85 percent / 4 Angstroem molecular sieves, Ph3P / CH2Cl2 / 0.5 h
With
dmap; sodium tetrahydroborate; sodium periodate; 4 A molecular sieve; ozone; acetic acid; triethylamine; triphenylphosphine;
In
tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1021/ja00059a024
