Technology Process of (R)-4-((3aS,5aR,5bS,7aR,8R,10aS,10bS,11R,12bR)-11-Benzyloxymethoxy-5a,7a-dimethyl-2-oxo-hexadecahydro-1,3-dioxa-2λ4-thia-dicyclopenta[a,i]phenathren-8-yl)-pentanoic acid methyl ester
There total 1 articles about (R)-4-((3aS,5aR,5bS,7aR,8R,10aS,10bS,11R,12bR)-11-Benzyloxymethoxy-5a,7a-dimethyl-2-oxo-hexadecahydro-1,3-dioxa-2λ4-thia-dicyclopenta[a,i]phenathren-8-yl)-pentanoic acid methyl ester which
guide to synthetic route it.
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synthetic route:
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![(R)-4-((3aS,5aR,5bS,7aR,8R,10aS,10bS,11R,12bR)-11-Benzyloxymethoxy-5a,7a-dimethyl-2-oxo-hexadecahydro-1,3-dioxa-2λ<sup>4</sup>-thia-dicyclopenta[a,i]phenathren-8-yl)-pentanoic acid methyl ester](/Databaselist/images/loading.webp)
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610313-26-3
(R)-4-((3aS,5aR,5bS,7aR,8R,10aS,10bS,11R,12bR)-11-Benzyloxymethoxy-5a,7a-dimethyl-2-oxo-hexadecahydro-1,3-dioxa-2λ4-thia-dicyclopenta[a,i]phenathren-8-yl)-pentanoic acid methyl ester
- Guidance literature:
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With
thionyl chloride; triethylamine;
In
tetrahydrofuran;
at 0 ℃;
for 0.166667h;
DOI:10.1016/j.tet.2004.02.075
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610313-26-3
(R)-4-((3aS,5aR,5bS,7aR,8R,10aS,10bS,11R,12bR)-11-Benzyloxymethoxy-5a,7a-dimethyl-2-oxo-hexadecahydro-1,3-dioxa-2λ4-thia-dicyclopenta[a,i]phenathren-8-yl)-pentanoic acid methyl ester
- Guidance literature:
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Multi-step reaction with 9 steps
1: 367 mg / NaIO4; RuCl3; aq. phosphate buffer / acetonitrile; CCl4 / 0.33 h
2: Cs2CO3 / 6 h / 20 °C
3: H2SO4 / tetrahydrofuran / 0.25 h / 20 °C
4: 67 percent / diisopropylethylamine / CH2Cl2 / 22 h / 20 °C
5: 95 percent / t-BuOK / 2-methyl-propan-2-ol / 2 h / 20 °C
6: 94 percent / I2; Pb(OAc)4 / CCl4 / 0.33 h / Irradiation; heating
7: 94 percent / 2,4,6-collidine / dimethylsulfoxide / 0.17 h / 150 °C
8: n-BuLi; TMSCl / hexane; tetrahydrofuran / 3.25 h / -78 - 20 °C
9: LiAlH4 / tetrahydrofuran / 0.25 h / 0 °C
With
2,4,6-trimethyl-pyridine; lead(IV) acetate; ruthenium trichloride; sodium periodate; lithium aluminium tetrahydride; n-butyllithium; chloro-trimethyl-silane; phosphate buffer; sulfuric acid; potassium tert-butylate; iodine; caesium carbonate; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; dimethyl sulfoxide; acetonitrile; tert-butyl alcohol;
8: Wittig reaction;
DOI:10.1016/j.tet.2004.02.075
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610313-26-3
(R)-4-((3aS,5aR,5bS,7aR,8R,10aS,10bS,11R,12bR)-11-Benzyloxymethoxy-5a,7a-dimethyl-2-oxo-hexadecahydro-1,3-dioxa-2λ4-thia-dicyclopenta[a,i]phenathren-8-yl)-pentanoic acid methyl ester
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 367 mg / NaIO4; RuCl3; aq. phosphate buffer / acetonitrile; CCl4 / 0.33 h
2: Cs2CO3 / 6 h / 20 °C
3: H2SO4 / tetrahydrofuran / 0.25 h / 20 °C
4: 67 percent / diisopropylethylamine / CH2Cl2 / 22 h / 20 °C
5: 95 percent / t-BuOK / 2-methyl-propan-2-ol / 2 h / 20 °C
6: 94 percent / I2; Pb(OAc)4 / CCl4 / 0.33 h / Irradiation; heating
7: 94 percent / 2,4,6-collidine / dimethylsulfoxide / 0.17 h / 150 °C
With
2,4,6-trimethyl-pyridine; lead(IV) acetate; ruthenium trichloride; sodium periodate; phosphate buffer; sulfuric acid; potassium tert-butylate; iodine; caesium carbonate; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; tetrachloromethane; dichloromethane; dimethyl sulfoxide; acetonitrile; tert-butyl alcohol;
DOI:10.1016/j.tet.2004.02.075
