(Z)-1β,3,4,7,8,9β,10,11-Octahydro-6,10,10-trimethyl-3-<<2-(methylamino)phenyl>sulfinyl>-2H-bicyclo<7.2.0>undecen-2-one

Base Information

Chemical Name:(Z)-1β,3,4,7,8,9β,10,11-Octahydro-6,10,10-trimethyl-3-<<2-(methylamino)phenyl>sulfinyl>-2H-bicyclo<7.2.0>undecen-2-one
CAS No.:81521-10-0
Molecular Formula:C₂₁H₂₉NO₂S
Molecular Weight:359.533
Hs Code.:

Synonyms:(Z)-1β,3,4,7,8,9β,10,11-Octahydro-6,10,10-trimethyl-3-<<2-(methylamino)phenyl>sulfinyl>-2H-bicyclo<7.2.0>undecen-2-one

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Chemical Property of (Z)-1β,3,4,7,8,9β,10,11-Octahydro-6,10,10-trimethyl-3-<<2-(methylamino)phenyl>sulfinyl>-2H-bicyclo<7.2.0>undecen-2-one

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Technology Process of (Z)-1β,3,4,7,8,9β,10,11-Octahydro-6,10,10-trimethyl-3-<<2-(methylamino)phenyl>sulfinyl>-2H-bicyclo<7.2.0>undecen-2-one

There total 15 articles about (Z)-1β,3,4,7,8,9β,10,11-Octahydro-6,10,10-trimethyl-3-<<2-(methylamino)phenyl>sulfinyl>-2H-bicyclo<7.2.0>undecen-2-one 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:

: 81570-11-8
(Z)-1β,7,8,11,12,13β,14,15-Octahydro-3,10,14,14-tetramethyl-4,5-benzo-3-aza-6-thia-2H-bicyclo<11.2.0>pentadecen-2-one-6-oxide

: 81521-10-0
(Z)-1β,3,4,7,8,9β,10,11-Octahydro-6,10,10-trimethyl-3-<<2-(methylamino)phenyl>sulfinyl>-2H-bicyclo<7.2.0>undecen-2-one

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.666667h; Yield given;
DOI:10.1021/jo00187a006

Reference yield:

: 81491-37-4,81521-09-7,81570-11-8
(E)-(4S,7S)-2,6,6,10-Tetramethyl-14-oxo-14λ⁴-thia-2-aza-tricyclo[13.4.0.0^4,7]nonadeca-1(19),10,15,17-tetraen-3-one

: 81491-38-5,81521-10-0,81521-11-1
(E)-(1S,9S)-6,10,10-Trimethyl-3-(2-methylamino-benzenesulfinyl)-bicyclo[7.2.0]undec-5-en-2-one

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 40h; Yield given;
DOI:10.1021/jo00187a006

Reference yield:

: (1R,2R)-2-((E)-6-Benzyloxy-3-methyl-hex-3-enyl)-3,3-dimethyl-cyclobutanecarbonyl chloride

: 81521-10-0
(Z)-1β,3,4,7,8,9β,10,11-Octahydro-6,10,10-trimethyl-3-<<2-(methylamino)phenyl>sulfinyl>-2H-bicyclo<7.2.0>undecen-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / K₂CO₃ / tetrahydrofuran / 1.5 h / 0 °C

2: Dimethyl sulfide, boron trifluoride etherate / CH₂Cl₂ / 0.67 h / 0 °C

3: 1.85 g / anh. K₂CO₃ / methanol / 1 h / 0 °C

4: 77 percent / Triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

5: 56 percent / K-tert.-butoxide / dioxane; 2-methyl-propan-2-ol / 55 - 60 °C

6: 93 percent / sodium m-periodate / H₂O; methanol / 1.)0 deg C, 2.)18 h, R_.T_.

7: lithium diisopropylamide / tetrahydrofuran / 0.67 h / -78 °C

With sodium periodate; dimethylsulfide; boron trifluoride diethyl etherate; potassium tert-butylate; potassium carbonate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo00187a006