N-[2-((3R,3aR,9aS,9bS)-3-Hydroxy-5-methoxy-1,3,3a,9a-tetrahydro-2H-phenanthro[4,5-bcd]furan-9b-yl)-ethyl]-4,N-dimethyl-benzenesulfonamide

Base Information

Chemical Name:N-[2-((3R,3aR,9aS,9bS)-3-Hydroxy-5-methoxy-1,3,3a,9a-tetrahydro-2H-phenanthro[4,5-bcd]furan-9b-yl)-ethyl]-4,N-dimethyl-benzenesulfonamide
CAS No.:144318-23-0
Molecular Formula:C₂₅H₂₉NO₅S
Molecular Weight:455.575
Hs Code.:

Synonyms:N-[2-((3R,3aR,9aS,9bS)-3-Hydroxy-5-methoxy-1,3,3a,9a-tetrahydro-2H-phenanthro[4,5-bcd]furan-9b-yl)-ethyl]-4,N-dimethyl-benzenesulfonamide

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Chemical Property of N-[2-((3R,3aR,9aS,9bS)-3-Hydroxy-5-methoxy-1,3,3a,9a-tetrahydro-2H-phenanthro[4,5-bcd]furan-9b-yl)-ethyl]-4,N-dimethyl-benzenesulfonamide

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Technology Process of N-[2-((3R,3aR,9aS,9bS)-3-Hydroxy-5-methoxy-1,3,3a,9a-tetrahydro-2H-phenanthro[4,5-bcd]furan-9b-yl)-ethyl]-4,N-dimethyl-benzenesulfonamide

There total 10 articles about N-[2-((3R,3aR,9aS,9bS)-3-Hydroxy-5-methoxy-1,3,3a,9a-tetrahydro-2H-phenanthro[4,5-bcd]furan-9b-yl)-ethyl]-4,N-dimethyl-benzenesulfonamide 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: 35.0%

: 144318-22-9
N-(2-{(5S,6S)-6-[2-Bromo-6-methoxy-3-((E)-2-phenylsulfanyl-vinyl)-phenoxy]-5-hydroxy-cyclohex-1-enyl}-ethyl)-4,N-dimethyl-benzenesulfonamide

: 144318-25-2
4,N-Dimethyl-N-[2-(3-oxo-cyclohex-1-enyl)-ethyl]-benzenesulfonamide

: 144318-23-0
N-[2-((3R,3aR,9aS,9bS)-3-Hydroxy-5-methoxy-1,3,3a,9a-tetrahydro-2H-phenanthro[4,5-bcd]furan-9b-yl)-ethyl]-4,N-dimethyl-benzenesulfonamide

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 130 ℃; for 35h;
DOI:10.1021/ja00050a075

Reference yield:

: 144318-26-3
N-[2-(3-Hydroxy-cyclohex-1-enyl)-ethyl]-4,N-dimethyl-benzenesulfonamide

: 144318-23-0
N-[2-((3R,3aR,9aS,9bS)-3-Hydroxy-5-methoxy-1,3,3a,9a-tetrahydro-2H-phenanthro[4,5-bcd]furan-9b-yl)-ethyl]-4,N-dimethyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / m-CPBA / CH₂Cl₂ / 0 °C

2: 85 percent / Ti(OiPr)4 / benzene / 70 °C

3: 82 percent / i-Pr₂NEt / -78 °C

4: 83 percent / PBu₃, DAED / tetrahydrofuran / 0 °C

5: 98 percent / 10percent HF / acetonitrile

6: 35 percent / Bu₃SnH, AIBN / benzene / 35 h / 130 °C

With titanium(IV) isopropylate; 2,2'-azobis(isobutyronitrile); tributylphosphine; hydrogen fluoride; tri-n-butyl-tin hydride; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; acetonitrile; benzene;
DOI:10.1021/ja00050a075

Reference yield:

: 144318-27-4
N-[2-((1S,5S,6S)-5-Hydroxy-7-oxa-bicyclo[4.1.0]hept-1-yl)-ethyl]-4,N-dimethyl-benzenesulfonamide

: 144318-23-0
N-[2-((3R,3aR,9aS,9bS)-3-Hydroxy-5-methoxy-1,3,3a,9a-tetrahydro-2H-phenanthro[4,5-bcd]furan-9b-yl)-ethyl]-4,N-dimethyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / Ti(OiPr)4 / benzene / 70 °C

2: 82 percent / i-Pr₂NEt / -78 °C

3: 83 percent / PBu₃, DAED / tetrahydrofuran / 0 °C

4: 98 percent / 10percent HF / acetonitrile

5: 35 percent / Bu₃SnH, AIBN / benzene / 35 h / 130 °C

With titanium(IV) isopropylate; 2,2'-azobis(isobutyronitrile); tributylphosphine; hydrogen fluoride; tri-n-butyl-tin hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; acetonitrile; benzene;
DOI:10.1021/ja00050a075