1,2,3,3a(R),8,9,9a(R),9b(S)-octahydro-5-methoxy-9b-[2-[N-methyl-N-(phenylsulfonyl)amino]ethyl]-3-(ethylenedioxy)phenanthro[4,4a,4b,5-bcd]furan

Base Information

Chemical Name:1,2,3,3a(R),8,9,9a(R),9b(S)-octahydro-5-methoxy-9b-[2-[N-methyl-N-(phenylsulfonyl)amino]ethyl]-3-(ethylenedioxy)phenanthro[4,4a,4b,5-bcd]furan
CAS No.:186351-18-8
Molecular Formula:C₂₆H₃₁NO₆S
Molecular Weight:485.601
Hs Code.:

Synonyms:1,2,3,3a(R),8,9,9a(R),9b(S)-octahydro-5-methoxy-9b-[2-[N-methyl-N-(phenylsulfonyl)amino]ethyl]-3-(ethylenedioxy)phenanthro[4,4a,4b,5-bcd]furan

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Chemical Property of 1,2,3,3a(R),8,9,9a(R),9b(S)-octahydro-5-methoxy-9b-[2-[N-methyl-N-(phenylsulfonyl)amino]ethyl]-3-(ethylenedioxy)phenanthro[4,4a,4b,5-bcd]furan

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Technology Process of 1,2,3,3a(R),8,9,9a(R),9b(S)-octahydro-5-methoxy-9b-[2-[N-methyl-N-(phenylsulfonyl)amino]ethyl]-3-(ethylenedioxy)phenanthro[4,4a,4b,5-bcd]furan

There total 21 articles about 1,2,3,3a(R),8,9,9a(R),9b(S)-octahydro-5-methoxy-9b-[2-[N-methyl-N-(phenylsulfonyl)amino]ethyl]-3-(ethylenedioxy)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: 92.0%

: 107-21-1
ethylene glycol

: 191417-77-3
N-[2-((3aR,9aR,9bS)-5-Methoxy-3-oxo-1,3,3a,8,9,9a-hexahydro-2H-phenanthro[4,5-bcd]furan-9b-yl)-ethyl]-N-methyl-benzenesulfonamide

: 186351-18-8
1,2,3,3a(R),8,9,9a(R),9b(S)-octahydro-5-methoxy-9b-[2-[N-methyl-N-(phenylsulfonyl)amino]ethyl]-3-(ethylenedioxy)phenanthro[4,4a,4b,5-bcd]furan

Guidance literature:: With chloro-trimethyl-silane; In dichloromethane; Ambient temperature;
DOI:10.1055/s-1998-5927

Reference yield: 88.0%

: 5183-78-8
methyl(phenylsulfonyl)amide

: 186351-17-7
1,2,3,3a(R),8,9,9a(R),9b(S)-octahydro-5-methoxy-9b-(2-hydroxyethyl)-3-(ethylenedioxy)phenanthro[4,4a,4b,5-bcd]furan

: 186351-18-8
1,2,3,3a(R),8,9,9a(R),9b(S)-octahydro-5-methoxy-9b-[2-[N-methyl-N-(phenylsulfonyl)amino]ethyl]-3-(ethylenedioxy)phenanthro[4,4a,4b,5-bcd]furan

Guidance literature:: With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine; In benzene; at 0 - 20 ℃; for 24.2h;
DOI:10.1021/jo9805394

Reference yield:

: 186351-16-6
1,3a(R),8,9,9a(R),9b(S)-hexahydro-7-chloro-9b-ethenyl-5-methoxyphenanthro[4,4a,4b,5-bcd]furan-3(2H)-one

: 186351-18-8
1,2,3,3a(R),8,9,9a(R),9b(S)-octahydro-5-methoxy-9b-[2-[N-methyl-N-(phenylsulfonyl)amino]ethyl]-3-(ethylenedioxy)phenanthro[4,4a,4b,5-bcd]furan

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / (TMS)Cl / CH₂Cl₂ / 18 h / 20 °C

2.1: BH₃*SMe₂ / tetrahydrofuran / 21 h / -15 - 20 °C

2.2: 78 percent / NaOH; H₂O₂ / tetrahydrofuran; H₂O / 20 h / 20 °C

3.1: 98 percent / H₂; potassium hydroxide / Raney nickel / methanol / 5 h / 20 °C

4.1: 88 percent / tributylphosphane; 1,1'-(azodicarbonyl)dipiperidine / benzene / 24.2 h / 0 - 20 °C

With potassium hydroxide; chloro-trimethyl-silane; tributylphosphine; dimethylsulfide borane complex; hydrogen; 1,1'-azodicarbonyl-dipiperidine; nickel; In tetrahydrofuran; methanol; dichloromethane; benzene; 1.1: Cyclization / 2.1: Addition / 2.2: Oxidation / 3.1: Hydrogenolysis / 4.1: Mitsunobu reaction;
DOI:10.1021/jo9805394