Technology Process of 4-((7R,8R,9S,13S,14S,17S)-3,17-Dihydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl)-butyric acid methyl ester
There total 8 articles about 4-((7R,8R,9S,13S,14S,17S)-3,17-Dihydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl)-butyric acid methyl ester which
guide to synthetic route it.
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synthetic route:
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68325-09-7
4-((7R,8R,9S,13S,14S,17S)-3,17-Dihydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl)-butyric acid methyl ester
- Guidance literature:
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With
hydrogen fluoride;
In
acetonitrile;
for 3h;
Ambient temperature;
DOI:10.1016/S0039-128X(97)00088-3
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191674-87-0
(8R,9S,13S,14S,17S)-13-Methyl-3,17-bis-(2-trimethylsilanyl-ethoxymethoxy)-7,8,9,11,12,13,14,15,16,17-decahydro-cyclopenta[a]phenanthren-6-one
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68325-09-7
4-((7R,8R,9S,13S,14S,17S)-3,17-Dihydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl)-butyric acid methyl ester
- Guidance literature:
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Multi-step reaction with 8 steps
1: 1.) NaHMDS, 2.) HMPA / 1.) THF, from 0 deg C to 5 deg C, 30 min, 2.) THF, RT, 17 h
2: 1.) O3, pyridine, 2.) Me2S / 1.) CH2Cl2, MeOH, -78 deg C, 2.) CH2Cl2, MeOH, RT, overnight
3: 2-methyl-2-butene, NaClO2 / 2-methyl-propan-2-ol / 0.5 h / Ambient temperature
4: ethyl acetate; diethyl ether / 0.5 h / 0 - 5 °C
5: 70 percent / NaBH4 / methanol / 6 h / Ambient temperature
6: 59 percent / tetrahydrofuran / 7 h / Heating
7: 95 percent / n-Bu3SnH, AIBN / toluene / 4 h / Heating
8: 48percent aq. HF / acetonitrile / 3 h / Ambient temperature
With
pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium chlorite; sodium tetrahydroborate; 2-methyl-but-2-ene; dimethylsulfide; 2,2'-azobis(isobutyronitrile); hydrogen fluoride; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; ozone;
In
tetrahydrofuran; methanol; diethyl ether; ethyl acetate; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0039-128X(97)00088-3
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200721-96-6
(7S,8R,9S,13S,14S,17S)-13-Methyl-7-pent-4-enyl-3,17-bis-(2-trimethylsilanyl-ethoxymethoxy)-7,8,9,11,12,13,14,15,16,17-decahydro-cyclopenta[a]phenanthren-6-one
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68325-09-7
4-((7R,8R,9S,13S,14S,17S)-3,17-Dihydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl)-butyric acid methyl ester
- Guidance literature:
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Multi-step reaction with 7 steps
1: 1.) O3, pyridine, 2.) Me2S / 1.) CH2Cl2, MeOH, -78 deg C, 2.) CH2Cl2, MeOH, RT, overnight
2: 2-methyl-2-butene, NaClO2 / 2-methyl-propan-2-ol / 0.5 h / Ambient temperature
3: ethyl acetate; diethyl ether / 0.5 h / 0 - 5 °C
4: 70 percent / NaBH4 / methanol / 6 h / Ambient temperature
5: 59 percent / tetrahydrofuran / 7 h / Heating
6: 95 percent / n-Bu3SnH, AIBN / toluene / 4 h / Heating
7: 48percent aq. HF / acetonitrile / 3 h / Ambient temperature
With
pyridine; sodium chlorite; sodium tetrahydroborate; 2-methyl-but-2-ene; dimethylsulfide; 2,2'-azobis(isobutyronitrile); hydrogen fluoride; tri-n-butyl-tin hydride; ozone;
In
tetrahydrofuran; methanol; diethyl ether; ethyl acetate; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0039-128X(97)00088-3