(5’R,8’S,9’R,10'R,13’R,14'S)-11’-(4-methoxyphenyl)-10’,13’-dimethyl-1‘,6’,7’,8’,9’,10’,13’,14',15’,16’-decahydro-2’H-dispiro[[1,3]dioxolane-2,3’-cyclopenta[a]phenanthrene-17’,2”-[1,3 ]dioxolan]-5’(4’H)-ol

Base Information

• Chemical Name: (5’R,8’S,9’R,10'R,13’R,14'S)-11’-(4-methoxyphenyl)-10’,13’-dimethyl-1‘,6’,7’,8’,9’,10’,13’,14',15’,16’-decahydro-2’H-dispiro[[1,3]dioxolane-2,3’-cyclopenta[a]phenanthrene-17’,2”-[1,3 ]dioxolan]-5’(4’H)-ol
• CAS No.: 174505-04-5
• Molecular Formula: C₃₀H₄₀O₆
• Molecular Weight: 496.644

Synonyms:(5’R,8’S,9’R,10'R,13’R,14'S)-11’-(4-methoxyphenyl)-10’,13’-dimethyl-1‘,6’,7’,8’,9’,10’,13’,14',15’,16’-decahydro-2’H-dispiro[[1,3]dioxolane-2,3’-cyclopenta[a]phenanthrene-17’,2”-[1,3 ]dioxolan]-5’(4’H)-ol

Chemical Property of (5’R,8’S,9’R,10'R,13’R,14'S)-11’-(4-methoxyphenyl)-10’,13’-dimethyl-1‘,6’,7’,8’,9’,10’,13’,14',15’,16’-decahydro-2’H-dispiro[[1,3]dioxolane-2,3’-cyclopenta[a]phenanthrene-17’,2”-[1,3 ]dioxolan]-5’(4’H)-ol

Chemical Property:

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Technology Process of (5’R,8’S,9’R,10'R,13’R,14'S)-11’-(4-methoxyphenyl)-10’,13’-dimethyl-1‘,6’,7’,8’,9’,10’,13’,14',15’,16’-decahydro-2’H-dispiro[[1,3]dioxolane-2,3’-cyclopenta[a]phenanthrene-17’,2”-[1,3 ]dioxolan]-5’(4’H)-ol

There total 7 articles about (5’R,8’S,9’R,10'R,13’R,14'S)-11’-(4-methoxyphenyl)-10’,13’-dimethyl-1‘,6’,7’,8’,9’,10’,13’,14',15’,16’-decahydro-2’H-dispiro[[1,3]dioxolane-2,3’-cyclopenta[a]phenanthrene-17’,2”-[1,3 ]dioxolan]-5’(4’H)-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

(4a’R, 5a’S,6a’S,6b’S,9a’R,11a’R,11b’R)-11‘-(4-methoxyphenyl)-9a’,11b’-dimethyl-1’,5a’,6’,6a’,6b’,7’,8’,9a’,11a',11b’-decahydro-2’H,4’H-dispiro[[1,3]dioxolane-2,3‘-cyclopenta[1,2]phenanthro[8a,9-b]oxirene-9’,2”-[1,3]dioxolane] (174505-03-4) → (5’R,8’S,9’R,10'R,13’R,14'S)-11’-(4-methoxyphenyl)-10’,13’-dimethyl-1‘,6’,7’,8’,9’,10’,13’,14',15’,16’-decahydro-2’H-dispiro[[1,3]dioxolane-2,3’-cyclopenta[a]phenanthrene-17’,2”-[1,3 ]dioxolan]-5’(4’H)-ol (174505-04-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1016/0040-4020(95)00983-3

Reference yield: 7.0%

5-hydroxy-11α-(4-methoxyphenyl)-11β,12β-epoxy-5α-androstane-3,17-dione cyclic bis(1,2-ethanediyl acetal) (174505-05-6) → 5-hydroxy-11α-(4-methoxyphenyl)-5α-androstane-3,17-dione cyclic bis(1,2-ethanediyl acetal) + (5’R,8’S,9’R,10'R,13’R,14'S)-11’-(4-methoxyphenyl)-10’,13’-dimethyl-1‘,6’,7’,8’,9’,10’,13’,14',15’,16’-decahydro-2’H-dispiro[[1,3]dioxolane-2,3’-cyclopenta[a]phenanthrene-17’,2”-[1,3 ]dioxolan]-5’(4’H)-ol (174505-04-5) + 5,12β-dihydroxy-11α-(4-methoxyphenyl)-5α-androstane-3,17-dione cyclic bis(1,2-ethanediyl acetal)

Guidance literature:

With ammonia; lithium; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1016/0040-4020(95)00983-3

Reference yield: 7.0%

5-hydroxy-11β-(4-methoxyphenyl)-11α,12α-epoxy-5α-androstane-3,17-dione cyclic bis(1,2-ethanediyl acetal) (174505-06-7) → (5’R,8’S,9’R,10'R,13’R,14'S)-11’-(4-methoxyphenyl)-10’,13’-dimethyl-1‘,6’,7’,8’,9’,10’,13’,14',15’,16’-decahydro-2’H-dispiro[[1,3]dioxolane-2,3’-cyclopenta[a]phenanthrene-17’,2”-[1,3 ]dioxolan]-5’(4’H)-ol (174505-04-5) + (5’R,8’S,9’R,10'R,11'S,12'S,13‘R,14’S)-11‘-(4-methoxyphenyl)-10’,13‘-dimethyldodecahydro-2’H-dispiro[[1,3]dioxolane-2,3‘-cyclopenta[a]phenanthrene-17’,2”-[1,3]dioxolane]-5’,12’(4’H)-diol (174505-09-0)

Guidance literature:

With ammonia; lithium; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1016/0040-4020(95)00983-3

upstream raw materials:

(4a’R, 5a’S,6a’S,6b’S,9a’R,11a’R,11b’R)-11‘-(4-methoxyphenyl)-9a’,11b’-dimethyl-1’,5a’,6’,6a’,6b’,7’,8’,9a’,11a',11b’-decahydro-2’H,4’H-dispiro[[1,3]dioxolane-2,3‘-cyclopenta[1,2]phenanthro[8a,9-b]oxirene-9’,2”-[1,3]dioxolane]

5-hydroxy-11α-(4-methoxyphenyl)-11β,12β-epoxy-5α-androstane-3,17-dione cyclic bis(1,2-ethanediyl acetal)

5-hydroxy-11β-(4-methoxyphenyl)-11α,12α-epoxy-5α-androstane-3,17-dione cyclic bis(1,2-ethanediyl acetal)

4-methoxyphenylboronic acid

Downstream raw materials:

5-hydroxy-11α-(4-methoxyphenyl)-11β,12β-epoxy-5α-androstane-3,17-dione cyclic bis(1,2-ethanediyl acetal)

5-hydroxy-11β-(4-methoxyphenyl)-11α,12α-epoxy-5α-androstane-3,17-dione cyclic bis(1,2-ethanediyl acetal)

(8S,9R,10R,11S,13S,14S)-11-(4-methoxyphenyl)-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-3H-cyclopenta[a]phenanthrene-3,17(2H)-dione

(8S,9R,10R,11S,12S,13R,14S)-12-hydroxy-11-(4-methoxyphenyl)-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-3H-cyclopenta[a]phenanthrene-3,17(2H)-dione

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