Technology Process of Carbonic acid (E)-5-[(1S,3aS,4S,7S,7aR)-3a-(2-benzenesulfonyl-acetyl)-1-isobutyl-6,7-dimethyl-3-oxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl]-1-(1-ethoxy-vinyl)-4-methyl-pent-4-enyl ester ethyl ester
There total 11 articles about Carbonic acid (E)-5-[(1S,3aS,4S,7S,7aR)-3a-(2-benzenesulfonyl-acetyl)-1-isobutyl-6,7-dimethyl-3-oxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl]-1-(1-ethoxy-vinyl)-4-methyl-pent-4-enyl ester ethyl ester which
guide to synthetic route it.
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synthetic route:
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123186-89-0
Carbonic acid (E)-5-[(1S,3aS,4S,7S,7aR)-3a-(2-benzenesulfonyl-acetyl)-1-isobutyl-6,7-dimethyl-3-oxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl]-1-(1-ethoxy-vinyl)-4-methyl-pent-4-enyl ester ethyl ester
- Guidance literature:
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Multi-step reaction with 9 steps
1: 40 percent / BHT / xylene / 130 °C
2: 1.) KOH / 1.) H2O, CH3OH, C6H6, room temp., 2.) ether, CH3OH
3: 100 percent / COCl2, (C2H5)3N, DMSO / CH2Cl2 / -78 °C
4: 58 percent / tetrahydrofuran / -78 °C
5: 1.) n-C4H9Li / 1.) THF, HMPA, 0 deg C
6: 68 percent / PPTS / Ambient temperature
8: 1.) n-C4H9Li, DIBAL-H, 2.) PCC / 1.) THF, O deg C, 2.) CH2Cl2, room temp.
9: 2.) pyridine / 1.) THF, ether, -78 deg C, 2.) 0 deg C
With
pyridine; potassium hydroxide; n-butyllithium; 2,6-di-tert-butyl-4-methyl-phenol; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate;
In
tetrahydrofuran; dichloromethane; xylene;
DOI:10.1021/ja00203a042
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123186-89-0
Carbonic acid (E)-5-[(1S,3aS,4S,7S,7aR)-3a-(2-benzenesulfonyl-acetyl)-1-isobutyl-6,7-dimethyl-3-oxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl]-1-(1-ethoxy-vinyl)-4-methyl-pent-4-enyl ester ethyl ester
- Guidance literature:
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Multi-step reaction with 10 steps
2: 40 percent / BHT / xylene / 130 °C
3: 1.) KOH / 1.) H2O, CH3OH, C6H6, room temp., 2.) ether, CH3OH
4: 100 percent / COCl2, (C2H5)3N, DMSO / CH2Cl2 / -78 °C
5: 58 percent / tetrahydrofuran / -78 °C
6: 1.) n-C4H9Li / 1.) THF, HMPA, 0 deg C
7: 68 percent / PPTS / Ambient temperature
9: 1.) n-C4H9Li, DIBAL-H, 2.) PCC / 1.) THF, O deg C, 2.) CH2Cl2, room temp.
10: 2.) pyridine / 1.) THF, ether, -78 deg C, 2.) 0 deg C
With
pyridine; potassium hydroxide; n-butyllithium; 2,6-di-tert-butyl-4-methyl-phenol; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate;
In
tetrahydrofuran; dichloromethane; xylene;
DOI:10.1021/ja00203a042
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123186-83-4
(1S,3aS,4S,7S,7aR)-4-Formyl-1-isobutyl-6,7-dimethyl-3-oxo-1,2,3,4,7,7a-hexahydro-isoindole-3a-carboxylic acid methyl ester
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123186-89-0
Carbonic acid (E)-5-[(1S,3aS,4S,7S,7aR)-3a-(2-benzenesulfonyl-acetyl)-1-isobutyl-6,7-dimethyl-3-oxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl]-1-(1-ethoxy-vinyl)-4-methyl-pent-4-enyl ester ethyl ester
- Guidance literature:
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Multi-step reaction with 6 steps
1: 58 percent / tetrahydrofuran / -78 °C
2: 1.) n-C4H9Li / 1.) THF, HMPA, 0 deg C
3: 68 percent / PPTS / Ambient temperature
5: 1.) n-C4H9Li, DIBAL-H, 2.) PCC / 1.) THF, O deg C, 2.) CH2Cl2, room temp.
6: 2.) pyridine / 1.) THF, ether, -78 deg C, 2.) 0 deg C
With
pyridine; n-butyllithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; pyridinium chlorochromate;
In
tetrahydrofuran;
DOI:10.1021/ja00203a042