Technology Process of (4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-2-methoxy-1,1,4a,10a-tetramethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione
There total 17 articles about (4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-2-methoxy-1,1,4a,10a-tetramethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione which
guide to synthetic route it.
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synthetic route:
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652153-29-2
Thiocarbonic acid O-((4aR,4bS,6aR,8R,10aR,10bR,12aR)-8-benzyloxy-2-methoxy-1,1,10a-trimethyl-4,11-dioxo-1,4b,5,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-4H-chrysen-4a-ylmethyl) ester O-phenyl ester
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652153-22-5
(4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-2-methoxy-1,1,4a,10a-tetramethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione
- Guidance literature:
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With
2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride;
In
toluene;
for 2h;
Heating;
DOI:10.1002/hlca.200390315
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652153-22-5
(4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-2-methoxy-1,1,4a,10a-tetramethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione
- Guidance literature:
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Multi-step reaction with 6 steps
1.1: 77 percent / trifluoromethanesulfonic acid / CH2Cl2 / 1 h / 0 °C
2.1: 53 percent / LiHMDS / tetrahydrofuran / 0.25 h / -78 °C
3.1: Cs2CO3 / ethyl acetate / 96 h / 20 °C
3.2: 70 percent / morpholine; [Pd(PPh3)4] / tetrahydrofuran / 1 h / 20 °C
4.1: 99 percent / NaBH4 / tetrahydrofuran; methanol / 1 h / 0 °C
5.1: 80 percent / pyridine / DMAP / CH2Cl2 / 16 h
6.1: 99 percent / AIBN; Bu3SnH / toluene / 2 h / Heating
With
pyridine; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); trifluorormethanesulfonic acid; tri-n-butyl-tin hydride; caesium carbonate; lithium hexamethyldisilazane;
dmap;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1002/hlca.200390315
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652153-22-5
(4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-2-methoxy-1,1,4a,10a-tetramethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione
- Guidance literature:
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Multi-step reaction with 8 steps
1.1: sodium; NH3 / -70 °C
1.2: 83 mg / diethyl ether
2.1: formic acid; H2SO4
2.2: 47 percent / K2CO3 / methanol; H2O / 1 h
3.1: 77 percent / trifluoromethanesulfonic acid / CH2Cl2 / 1 h / 0 °C
4.1: 53 percent / LiHMDS / tetrahydrofuran / 0.25 h / -78 °C
5.1: Cs2CO3 / ethyl acetate / 96 h / 20 °C
5.2: 70 percent / morpholine; [Pd(PPh3)4] / tetrahydrofuran / 1 h / 20 °C
6.1: 99 percent / NaBH4 / tetrahydrofuran; methanol / 1 h / 0 °C
7.1: 80 percent / pyridine / DMAP / CH2Cl2 / 16 h
8.1: 99 percent / AIBN; Bu3SnH / toluene / 2 h / Heating
With
pyridine; sodium tetrahydroborate; formic acid; 2,2'-azobis(isobutyronitrile); trifluorormethanesulfonic acid; sulfuric acid; ammonia; tri-n-butyl-tin hydride; sodium; caesium carbonate; lithium hexamethyldisilazane;
dmap;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1002/hlca.200390315