Technology Process of (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-formyl-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl trifluoromethanesulfonate
There total 3 articles about (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-formyl-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl trifluoromethanesulfonate which
guide to synthetic route it.
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synthetic route:
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1449662-51-4
(1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-formyl-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl trifluoromethanesulfonate
- Guidance literature:
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With
sodium hexamethyldisilazane;
In
tetrahydrofuran; tert-butyl methyl ether;
at -10 - -5 ℃;
for 0.5h;
DOI:10.1021/acs.joc.7b00438
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1449662-51-4
(1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-formyl-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl trifluoromethanesulfonate
- Guidance literature:
-
With
potassium hexamethylsilazane;
In
tetrahydrofuran;
at -78 - 20 ℃;
for 2h;
Inert atmosphere;
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-
1449662-51-4
(1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-formyl-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl trifluoromethanesulfonate
- Guidance literature:
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Multi-step reaction with 2 steps
1: 4,4'-Dimethoxy-2,2'-bipyridin; 9-azobicyclo[3.3.1]nonane N-oxyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen / dichloromethane / 18 h / 40 °C / 11251.1 Torr / Inert atmosphere
2: sodium hexamethyldisilazane / tert-butyl methyl ether; tetrahydrofuran / 0.5 h / -10 - -5 °C
With
2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 4,4'-Dimethoxy-2,2'-bipyridin; 9-azobicyclo[3.3.1]nonane N-oxyl; oxygen; sodium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; tert-butyl methyl ether;
DOI:10.1021/acs.joc.7b00438