Technology Process of (1S,7aR)-1-Acetyl-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-indene-4-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
There total 18 articles about (1S,7aR)-1-Acetyl-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-indene-4-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: DMAP / CH2Cl2 / 8 h / Heating
2: 56 percent / diethyl ether / -80 °C
3: 95 percent / t-BuLi / tetrahydrofuran / 14 h
4: 93 percent / HCO2H, Et3N / Pd(acac)2/Bu3P / benzene / 3 h / Ambient temperature
5: 61 percent / OsO4 / dioxane; H2O / 2 h / Ambient temperature
6: NaIO4 / acetone / 3 h / Ambient temperature
With
dmap; sodium periodate; osmium(VIII) oxide; formic acid; tert.-butyl lithium; triethylamine;
palladium(II) acetylacetonate; tributylphosphine;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; acetone; benzene;
DOI:10.1021/jo00099a002
- Guidance literature:
-
Multi-step reaction with 13 steps
1: 88 percent / Pd(OAc)2/PPh3 / tetrahydrofuran / 6 h / Ambient temperature
2: 95 percent / TMSOTf / 10 h / -2 - 0 °C
3: 1.) BH3*Me2S, 2.) H2O2, 3 N NaOH / 1.) THF, 0 deg C to r.t., 4 h, 2.) r.t. 14 h
4: Et3N / CH2Cl2 / 0.17 h / 0 °C
5: NaI, NaHCO3 / acetone / 2.5 h / Heating
6: 70 percent / NaH / dimethylformamide / 13 h / Ambient temperature
7: 95 percent / Amberlyst-15 / acetone / 14 h / Ambient temperature
8: 80 percent / t-BuOK / tetrahydrofuran / 0.5 h / -80 °C
9: 56 percent / diethyl ether / -80 °C
10: 95 percent / t-BuLi / tetrahydrofuran / 14 h
11: 93 percent / HCO2H, Et3N / Pd(acac)2/Bu3P / benzene / 3 h / Ambient temperature
12: 61 percent / OsO4 / dioxane; H2O / 2 h / Ambient temperature
13: NaIO4 / acetone / 3 h / Ambient temperature
With
sodium hydroxide; sodium periodate; osmium(VIII) oxide; formic acid; dimethylsulfide borane complex; potassium tert-butylate; dihydrogen peroxide; tert.-butyl lithium; sodium hydride; sodium hydrogencarbonate; triethylamine; sodium iodide;
palladium diacetate; palladium(II) acetylacetonate; amberlyst-15; tributylphosphine; trimethylsilyl trifluoromethanesulfonate; triphenylphosphine;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/jo00099a002
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 1.) BH3*Me2S, 2.) H2O2, 3 N NaOH / 1.) THF, 0 deg C to r.t., 4 h, 2.) r.t. 14 h
2: Et3N / CH2Cl2 / 0.17 h / 0 °C
3: NaI, NaHCO3 / acetone / 2.5 h / Heating
4: 70 percent / NaH / dimethylformamide / 13 h / Ambient temperature
5: 95 percent / Amberlyst-15 / acetone / 14 h / Ambient temperature
6: 80 percent / t-BuOK / tetrahydrofuran / 0.5 h / -80 °C
7: 56 percent / diethyl ether / -80 °C
8: 95 percent / t-BuLi / tetrahydrofuran / 14 h
9: 93 percent / HCO2H, Et3N / Pd(acac)2/Bu3P / benzene / 3 h / Ambient temperature
10: 61 percent / OsO4 / dioxane; H2O / 2 h / Ambient temperature
11: NaIO4 / acetone / 3 h / Ambient temperature
With
sodium hydroxide; sodium periodate; osmium(VIII) oxide; formic acid; dimethylsulfide borane complex; potassium tert-butylate; dihydrogen peroxide; tert.-butyl lithium; sodium hydride; sodium hydrogencarbonate; triethylamine; sodium iodide;
palladium(II) acetylacetonate; amberlyst-15; tributylphosphine;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/jo00099a002
