Technology Process of (1S,4aR,8R,8aR)-8-Benzoyloxy-2,5,5,8a-tetramethyl-4-oxo-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid
There total 9 articles about (1S,4aR,8R,8aR)-8-Benzoyloxy-2,5,5,8a-tetramethyl-4-oxo-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid 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:
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114250-74-7
(1S,4aR,8R,8aR)-8-Benzoyloxy-2,5,5,8a-tetramethyl-4-oxo-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid
- Guidance literature:
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Multi-step reaction with 9 steps
2: Wittig methylenation
3: 72 percent / CHCl3 / 30 h / 23 °C
4: BF3*Et2O / -35 deg C, 1 h, 0 deg C, 15 min
5: DBN / 0.75 h / 23 °C
6: O2 / 0.1percent methylene blue / CHCl3 / 144 h / 0 °C / Irradiation
7: 97 percent / AlHg / tetrahydrofuran; H2O / 0.17 h / 23 °C
8: 85 percent / DMAP / 1,2-dichloro-ethane / 2 h / 50 °C
9: 1.) pyridinium chlorochromate, 2.) AlHg / 1.) 1,2-dichloroethane, 80 to 90 deg C, 5 h, 2.) THF - H2O, 20 deg C, 18 min
With
dmap; aluminium amalgam; 2,6-dichloro-benzonitrile; boron trifluoride diethyl etherate; oxygen; pyridinium chlorochromate;
methylene blue;
In
tetrahydrofuran; chloroform; water; 1,2-dichloro-ethane;
DOI:10.1021/ja00219a059
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114250-74-7
(1S,4aR,8R,8aR)-8-Benzoyloxy-2,5,5,8a-tetramethyl-4-oxo-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid
- Guidance literature:
-
Multi-step reaction with 8 steps
1: Wittig methylenation
2: 72 percent / CHCl3 / 30 h / 23 °C
3: BF3*Et2O / -35 deg C, 1 h, 0 deg C, 15 min
4: DBN / 0.75 h / 23 °C
5: O2 / 0.1percent methylene blue / CHCl3 / 144 h / 0 °C / Irradiation
6: 97 percent / AlHg / tetrahydrofuran; H2O / 0.17 h / 23 °C
7: 85 percent / DMAP / 1,2-dichloro-ethane / 2 h / 50 °C
8: 1.) pyridinium chlorochromate, 2.) AlHg / 1.) 1,2-dichloroethane, 80 to 90 deg C, 5 h, 2.) THF - H2O, 20 deg C, 18 min
With
dmap; aluminium amalgam; 2,6-dichloro-benzonitrile; boron trifluoride diethyl etherate; oxygen; pyridinium chlorochromate;
methylene blue;
In
tetrahydrofuran; chloroform; water; 1,2-dichloro-ethane;
DOI:10.1021/ja00219a059
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114250-71-4,123355-73-7
(8aS,8bS)-3,6,6,8b-Tetramethyl-4,6,7,8,8a,8b-hexahydro-naphtho[1,8-bc]furan-2-one
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114250-74-7
(1S,4aR,8R,8aR)-8-Benzoyloxy-2,5,5,8a-tetramethyl-4-oxo-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid
- Guidance literature:
-
Multi-step reaction with 5 steps
1: DBN / 0.75 h / 23 °C
2: O2 / 0.1percent methylene blue / CHCl3 / 144 h / 0 °C / Irradiation
3: 97 percent / AlHg / tetrahydrofuran; H2O / 0.17 h / 23 °C
4: 85 percent / DMAP / 1,2-dichloro-ethane / 2 h / 50 °C
5: 1.) pyridinium chlorochromate, 2.) AlHg / 1.) 1,2-dichloroethane, 80 to 90 deg C, 5 h, 2.) THF - H2O, 20 deg C, 18 min
With
dmap; aluminium amalgam; 2,6-dichloro-benzonitrile; oxygen; pyridinium chlorochromate;
methylene blue;
In
tetrahydrofuran; chloroform; water; 1,2-dichloro-ethane;
DOI:10.1021/ja00219a059
