Technology Process of <1R*-<1β,2α,4α,6β,7α,8β(2E,4E,8S*)>>-N-(2,4-dimethoxybenzyl)-N-(2-ethoxy-2-oxoethyl)-3-oxo-6-methyl-8-(1,2,7-trimethyl-5-oxo-3,9,10-trioxatricyclo<4.3.1.02,4>dec-8-yl)-4,6-nonadienamide
There total 8 articles about <1R*-<1β,2α,4α,6β,7α,8β(2E,4E,8S*)>>-N-(2,4-dimethoxybenzyl)-N-(2-ethoxy-2-oxoethyl)-3-oxo-6-methyl-8-(1,2,7-trimethyl-5-oxo-3,9,10-trioxatricyclo<4.3.1.02,4>dec-8-yl)-4,6-nonadienamide 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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103368-57-6
<1R*-<1β,2α,4α,6β,7α,8β(2E,4E,8S*)>>-N-(2,4-dimethoxybenzyl)-N-(2-ethoxy-2-oxoethyl)-3-oxo-6-methyl-8-(1,2,7-trimethyl-5-oxo-3,9,10-trioxatricyclo<4.3.1.02,4>dec-8-yl)-4,6-nonadienamide
- Guidance literature:
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With
potassium tert-butylate; bis-(trimethylsilyl)acetamide;
In
tetrahydrofuran;
1.) -78 deg C, 0.5 h, 2.) room temperature;
DOI:10.1021/ja00278a032
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103368-52-1
methyl <2E,4E,6R*<1S*-<1α,3α,5α,6α,8β>>>-6-(6-hydroxy-1,4,8-trimethyl-2,9-dioxabicyclo<3.3.1>nonan-3-yl)-4-methylhepta-2,4-dionate
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103368-57-6
<1R*-<1β,2α,4α,6β,7α,8β(2E,4E,8S*)>>-N-(2,4-dimethoxybenzyl)-N-(2-ethoxy-2-oxoethyl)-3-oxo-6-methyl-8-(1,2,7-trimethyl-5-oxo-3,9,10-trioxatricyclo<4.3.1.02,4>dec-8-yl)-4,6-nonadienamide
- Guidance literature:
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Multi-step reaction with 7 steps
1: 97 percent / pyridinium chlorochromate / CH2Cl2 / 13 h / Ambient temperature
2: 98 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH2Cl2 / 3 h / Heating
3: 76 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, 1,1,1,3,3,3-hexamethyldisilazane / acetonitrile / 6 h / Ambient temperature
4: 53 percent / DBU, tert-butyl hydroperoxide / tetrahydrofuran / 120 h / Ambient temperature
5: 90 percent / 2 N KOH / methanol / 1.5 h / 60 °C
6: oxalyl chloride / benzene / 0.5 h / Ambient temperature
7: 73 percent / bis(trimethylsilyl)acetamide, potassium tert-butoxide / tetrahydrofuran / 1.) -78 deg C, 0.5 h, 2.) room temperature
With
tert.-butylhydroperoxide; potassium hydroxide; oxalyl dichloride; potassium tert-butylate; bis-(trimethylsilyl)acetamide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1,1,3,3,3-hexamethyl-disilazane; pyridinium chlorochromate; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; methanol; dichloromethane; acetonitrile; benzene;
DOI:10.1021/ja00278a032
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103368-53-2
methyl <2E,4E,6R*<1S*-<1α,3α,4β,5α,8β>>>-4-methyl-6-(6-oxo-1,4,8-trimethyl-2,9-dioxabicyclo<3.3.1>non-6-en-3-yl)hepta-2,4-dionate
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103368-57-6
<1R*-<1β,2α,4α,6β,7α,8β(2E,4E,8S*)>>-N-(2,4-dimethoxybenzyl)-N-(2-ethoxy-2-oxoethyl)-3-oxo-6-methyl-8-(1,2,7-trimethyl-5-oxo-3,9,10-trioxatricyclo<4.3.1.02,4>dec-8-yl)-4,6-nonadienamide
- Guidance literature:
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Multi-step reaction with 6 steps
1: 98 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH2Cl2 / 3 h / Heating
2: 76 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, 1,1,1,3,3,3-hexamethyldisilazane / acetonitrile / 6 h / Ambient temperature
3: 53 percent / DBU, tert-butyl hydroperoxide / tetrahydrofuran / 120 h / Ambient temperature
4: 90 percent / 2 N KOH / methanol / 1.5 h / 60 °C
5: oxalyl chloride / benzene / 0.5 h / Ambient temperature
6: 73 percent / bis(trimethylsilyl)acetamide, potassium tert-butoxide / tetrahydrofuran / 1.) -78 deg C, 0.5 h, 2.) room temperature
With
tert.-butylhydroperoxide; potassium hydroxide; oxalyl dichloride; potassium tert-butylate; bis-(trimethylsilyl)acetamide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1,1,3,3,3-hexamethyl-disilazane; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; methanol; dichloromethane; acetonitrile; benzene;
DOI:10.1021/ja00278a032
