Technology Process of Benzoic acid (3S,3aS,3bS,6aR,7R,7aR)-7-formyloxy-4,4,6a-trimethyl-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester
There total 13 articles about Benzoic acid (3S,3aS,3bS,6aR,7R,7aR)-7-formyloxy-4,4,6a-trimethyl-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride;
In
toluene;
Heating;
DOI:10.1039/CC9960001839
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 85 percent / Mg, 1,2-dibromoethane / CuBr*SMe2 / diethyl ether / Heating
2: 60 percent / LDA, DMPU / tetrahydrofuran
3: BBr3 / CH2Cl2
4: pyridine
5: t-BuOK / tetrahydrofuran / -78 °C
6: 92 percent / DIBAL / toluene / -78 °C
7: aq. OsO4, NMO / tetrahydrofuran; pyridine
8: NaIO4 / tetrahydrofuran
9: 81 percent / DIBAL / toluene / -78 °C
10: 97 percent / Et3N / CH2Cl2
11: 83 percent / PhI(OAc)2, I2 / benzene / 20 °C / Irradiation
12: 87 percent / Bu3SnH, AIBN / toluene / Heating
With
pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; 2,2'-azobis(isobutyronitrile); [bis(acetoxy)iodo]benzene; potassium tert-butylate; iodine; tri-n-butyl-tin hydride; boron tribromide; diisobutylaluminium hydride; magnesium; ethylene dibromide; triethylamine; lithium diisopropyl amide;
copper(I) bromide dimethylsulfide complex;
In
tetrahydrofuran; pyridine; diethyl ether; dichloromethane; toluene; benzene;
DOI:10.1039/CC9960001839
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 85 percent / Mg, 1,2-dibromoethane / CuBr*SMe2 / diethyl ether / Heating
2: 60 percent / LDA, DMPU / tetrahydrofuran
3: BBr3 / CH2Cl2
4: pyridine
5: t-BuOK / tetrahydrofuran / -78 °C
6: 92 percent / DIBAL / toluene / -78 °C
7: aq. OsO4, NMO / tetrahydrofuran; pyridine
8: NaIO4 / tetrahydrofuran
9: 81 percent / DIBAL / toluene / -78 °C
10: 97 percent / Et3N / CH2Cl2
11: 83 percent / PhI(OAc)2, I2 / benzene / 20 °C / Irradiation
12: 87 percent / Bu3SnH, AIBN / toluene / Heating
With
pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; 2,2'-azobis(isobutyronitrile); [bis(acetoxy)iodo]benzene; potassium tert-butylate; iodine; tri-n-butyl-tin hydride; boron tribromide; diisobutylaluminium hydride; magnesium; ethylene dibromide; triethylamine; lithium diisopropyl amide;
copper(I) bromide dimethylsulfide complex;
In
tetrahydrofuran; pyridine; diethyl ether; dichloromethane; toluene; benzene;
DOI:10.1039/CC9960001839