(dl)-1,2,3,3a(R),8,9,9a,9b-octahydro-3(S)-hydroxy-5-methoxy-9a(R)-(phenylsulfonyl)-9b(S)-(2'-propenyl)phenanthro<4,4a,4b,5-bcd>-furan

Base Information

• Chemical Name: (dl)-1,2,3,3a(R),8,9,9a,9b-octahydro-3(S)-hydroxy-5-methoxy-9a(R)-(phenylsulfonyl)-9b(S)-(2'-propenyl)phenanthro<4,4a,4b,5-bcd>-furan
• CAS No.: 105729-01-9
• Molecular Formula: C₂₄H₂₆O₅S
• Molecular Weight: 426.533

Synonyms:(dl)-1,2,3,3a(R),8,9,9a,9b-octahydro-3(S)-hydroxy-5-methoxy-9a(R)-(phenylsulfonyl)-9b(S)-(2'-propenyl)phenanthro<4,4a,4b,5-bcd>-furan

Chemical Property of (dl)-1,2,3,3a(R),8,9,9a,9b-octahydro-3(S)-hydroxy-5-methoxy-9a(R)-(phenylsulfonyl)-9b(S)-(2'-propenyl)phenanthro<4,4a,4b,5-bcd>-furan

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Technology Process of (dl)-1,2,3,3a(R),8,9,9a,9b-octahydro-3(S)-hydroxy-5-methoxy-9a(R)-(phenylsulfonyl)-9b(S)-(2'-propenyl)phenanthro<4,4a,4b,5-bcd>-furan

There total 15 articles about (dl)-1,2,3,3a(R),8,9,9a,9b-octahydro-3(S)-hydroxy-5-methoxy-9a(R)-(phenylsulfonyl)-9b(S)-(2'-propenyl)phenanthro<4,4a,4b,5-bcd>-furan 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: 45.0%

cis-3-<2'-bromo-3'-(2''-bromoethyl)-6'-methoxyphenoxy>-4-hydroxy-1-(phenylsulfonyl)-2-(2'''-propenyl)cyclohexene (105728-99-2) → (dl)-1,2,3,3a(R),8,9,9a,9b-octahydro-3(S)-hydroxy-5-methoxy-9a(R)-(phenylsulfonyl)-9b(S)-(2'-propenyl)phenanthro<4,4a,4b,5-bcd>-furan (105729-01-9) + cis-2-(3'-(2''-bromoethyl)-6'-methoxyphenoxy)-1-hydroxy-3-(2'''-propen-1'''-ylidene)-4-(phenylsulfonyl)cyclohexane (115961-40-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/jo00379a038

Reference yield: 20.0%

(3aR,9aS,9bS)-9b-Allyl-9a-benzenesulfonyl-5-methoxy-1,3a,8,9,9a,9b-hexahydro-2H-phenanthro[4,5-bcd]furan-3-one → (dl)-1,2,3,3a(R),8,9,9a,9b-octahydro-3(S)-hydroxy-5-methoxy-9a(R)-(phenylsulfonyl)-9b(S)-(2'-propenyl)phenanthro<4,4a,4b,5-bcd>-furan (105729-01-9) + (dl)-1,2,3,3a(R),8,9,9a,9b-octahydro-3(R)-hydroxy-5-methoxy-9a(R)-(phenylsulfonyl)-9b(S)-(2'-propenyl)-phenanthro<4,4a,4b,5-bcd>furan

Guidance literature:

With potassium hydroxide; sodium tetrahydroborate; In tetrahydrofuran; water; for 0.166667h;

DOI:10.1021/jo00255a008

Reference yield: 7.0%

cis-3-<2'-bromo-3'-(2''-bromoethyl)-6'-methoxyphenoxy>-4-hydroxy-1-(phenylsulfonyl)-2-(2'''-propenyl)cyclohexene (105728-99-2) → (dl)-1,2,3,3a(R),8,9,9a,9b-octahydro-3(S)-hydroxy-5-methoxy-9a(R)-(phenylsulfonyl)-9b(S)-(2'-propenyl)phenanthro<4,4a,4b,5-bcd>-furan (105729-01-9) + cis-2-(3'-(2''-bromoethyl)-6'-methoxyphenoxy)-1-hydroxy-3-(2'''-propen-1'''-ylidene)-4-(phenylsulfonyl)cyclohexane (115961-40-5) + 3-(2'-bromoethyl)-6-methoxyphenol

Guidance literature:

With n-butyllithium; lithium hydride; In tetrahydrofuran; at -78 - 4 ℃; Yield given;

DOI:10.1021/jo00255a008

upstream raw materials:

cis-3-<2'-bromo-3'-(2''-bromoethyl)-6'-methoxyphenoxy>-4-hydroxy-1-(phenylsulfonyl)-2-(2'''-propenyl)cyclohexene

isovanillin

2-bromoisovanillin

2-bromo-3-(2'-bromoethyl)-6-methoxyphenol

Downstream raw materials:

(dl)-9b(S)-(2'(R,S),3'-dihydroxypropyl)-1,2,3,3a(R),8,9,9a,9b-octahydro-3(S)-hydroxy-5-methoxy-9a(R)-(phenylsulfonyl)phenanthro<4,4a,4b,5-bcd>-furan

(dl)-9b(S)-(2'-oxoethyl)-1,2,3,3a(R),8,9,9a,9b-octahydro-3(S)-hydroxy-5-methoxy-9a(R)-(phenylsulfonyl)phenanthro<4,4a,4b,5-bcd>-furan

(dl)-1,2,3,3a(R),8,9,9a,9b-octahydro-3(S)-hydroxy-5-methoxy-9b(S)-<2-(methylamino)ethyl>-9a(R)-(phenylsulfonyl)phenanthro<4,4a,4b,5-bcd>furan

(dl)-5-methoxy-9b(S)-<2-ethyl>-1,2,3,3a(R),8,9,9a,9b-octahydro-9a(R)-(phenylsulfonyl)phenanthro<4,4a,4b,5-bcd>furan-3-one

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