3-[(1S,5R)-4,5-dimethylbicyclo[3.3.0]oct-3-en-1-yl]prop-2-yn-1-yl 4-nitrobenzoate

Base Information

Chemical Name:3-[(1S,5R)-4,5-dimethylbicyclo[3.3.0]oct-3-en-1-yl]prop-2-yn-1-yl 4-nitrobenzoate
CAS No.:1352299-19-4
Molecular Formula:C₂₀H₂₁NO₄
Molecular Weight:339.391
Hs Code.:

Synonyms:3-[(1S,5R)-4,5-dimethylbicyclo[3.3.0]oct-3-en-1-yl]prop-2-yn-1-yl 4-nitrobenzoate

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Chemical Property of 3-[(1S,5R)-4,5-dimethylbicyclo[3.3.0]oct-3-en-1-yl]prop-2-yn-1-yl 4-nitrobenzoate

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Technology Process of 3-[(1S,5R)-4,5-dimethylbicyclo[3.3.0]oct-3-en-1-yl]prop-2-yn-1-yl 4-nitrobenzoate

There total 13 articles about 3-[(1S,5R)-4,5-dimethylbicyclo[3.3.0]oct-3-en-1-yl]prop-2-yn-1-yl 4-nitrobenzoate 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: 98.0%

: 122-04-3
4-nitro-benzoyl chloride

: 581096-95-9
3-[(1S,5R)-4,5-dimethylbicyclo[3.3.0]oct-3-en-1-yl]prop-2-yn-1-ol

: 1352299-19-4
3-[(1S,5R)-4,5-dimethylbicyclo[3.3.0]oct-3-en-1-yl]prop-2-yn-1-yl 4-nitrobenzoate

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 8h;

Reference yield:

: 137740-19-3
(-)-(1R,5S)-1,5-dimethylbicyclo[3.3.0]octane-2,7-dione

: 1352299-19-4
3-[(1S,5R)-4,5-dimethylbicyclo[3.3.0]oct-3-en-1-yl]prop-2-yn-1-yl 4-nitrobenzoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: boron trifluoride diethyl etherate / benzene / 0.67 h / 0 - 5 °C

2.1: ethanol / 0.5 h / Reflux

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -70 °C / Inert atmosphere

3.2: 6 h / 20 °C / Inert atmosphere

4.1: methanol; pyridinium p-toluenesulfonate / 6 h / 20 °C

5.1: methanesulfonic acid; phosphorus pentoxide / dichloromethane / 0.25 h / 20 °C

6.1: pyridine / dichloromethane / 8 h / 20 °C

With pyridine; methanol; n-butyllithium; methanesulfonic acid; ethanol; phosphorus pentoxide; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; In tetrahydrofuran; hexane; dichloromethane; benzene;

Reference yield:

: 1352299-15-0
(1R,2R,5R)-1,5-dimethyl-2-[3-(tetrahydro-2-pyranyloxy)-1-propynyl]bicyclo[3.3.0]octan-2-ol

: 1352299-19-4
3-[(1S,5R)-4,5-dimethylbicyclo[3.3.0]oct-3-en-1-yl]prop-2-yn-1-yl 4-nitrobenzoate

Guidance literature:: Multi-step reaction with 3 steps

1: methanol; pyridinium p-toluenesulfonate / 6 h / 20 °C

2: methanesulfonic acid; phosphorus pentoxide / dichloromethane / 0.25 h / 20 °C

3: pyridine / dichloromethane / 8 h / 20 °C

With pyridine; methanol; methanesulfonic acid; phosphorus pentoxide; pyridinium p-toluenesulfonate; In dichloromethane;