2-(3-Methoxy-1-methyl-2-propenyl)-1-methyl-5-(phenylmethoxy)-3-cyclopentenemethanol

Base Information

Chemical Name:2-(3-Methoxy-1-methyl-2-propenyl)-1-methyl-5-(phenylmethoxy)-3-cyclopentenemethanol
CAS No.:73198-45-5
Molecular Formula:C₁₉H₂₆O₃
Molecular Weight:302.414
Hs Code.:

Synonyms:

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Chemical Property of 2-(3-Methoxy-1-methyl-2-propenyl)-1-methyl-5-(phenylmethoxy)-3-cyclopentenemethanol

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Technology Process of 2-(3-Methoxy-1-methyl-2-propenyl)-1-methyl-5-(phenylmethoxy)-3-cyclopentenemethanol

There total 7 articles about 2-(3-Methoxy-1-methyl-2-propenyl)-1-methyl-5-(phenylmethoxy)-3-cyclopentenemethanol 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:

: 100-39-0
benzyl bromide

: 73198-45-5
2-(3-Methoxy-1-methyl-2-propenyl)-1-methyl-5-(phenylmethoxy)-3-cyclopentenemethanol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) Na, HMPA, 2.) Tetra-n-butylammonium iodide / 1.) a) THF, 0 deg C, 15 min, b) room temp., 1 h, 2.) 50 deg C, 3 h

2: 96 percent / p-Toluenesulfonic acid / methanol / 1.) 1 h, 0 deg C, 2.) 4 h, room temp.

3: 100 percent / KOH / aq. ethanol / 18 h / Heating

4: 1.) p-Toluenesulfonyl chloride, 2.) 1,5-Diazabicyclo<5.4.0>undec-5-ene / 1.) Toluene, 0 deg C, 2.) a) 0 deg C, 15 min, b) 3 h, reflux

5: Diisobutylaluminium hydride / toluene / 0.25 h / -78 °C

6: 87 percent / benzene / 1 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; sodium; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; toluene-4-sulfonic acid; p-toluenesulfonyl chloride; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In methanol; ethanol; toluene; benzene;
DOI:10.1021/jo01299a043

Reference yield:

: 73245-79-1
(4α,4aα,7β,7aβ)-4,4a,7,7a-Tetrahydro-4,7a-dimethyl-7-(phenylmethoxy)cyclopentapyran-3(1H)-one

: 73198-45-5
2-(3-Methoxy-1-methyl-2-propenyl)-1-methyl-5-(phenylmethoxy)-3-cyclopentenemethanol

Guidance literature:: Multi-step reaction with 2 steps

1: Diisobutylaluminium hydride / toluene / 0.25 h / -78 °C

2: 87 percent / benzene / 1 h / Ambient temperature

With diisobutylaluminium hydride; In toluene; benzene;
DOI:10.1021/jo01299a043

Reference yield:

: 73210-16-9
(R)-2-[(1S,4S,5R)-4-Hydroxy-5-methyl-5-(tetrahydro-pyran-2-yloxymethyl)-cyclopent-2-enyl]-propionic acid

: 73198-45-5
2-(3-Methoxy-1-methyl-2-propenyl)-1-methyl-5-(phenylmethoxy)-3-cyclopentenemethanol

Guidance literature:: Multi-step reaction with 7 steps

1: diethyl ether

2: 1.) Na, HMPA, 2.) Tetra-n-butylammonium iodide / 1.) a) THF, 0 deg C, 15 min, b) room temp., 1 h, 2.) 50 deg C, 3 h

3: 96 percent / p-Toluenesulfonic acid / methanol / 1.) 1 h, 0 deg C, 2.) 4 h, room temp.

4: 100 percent / KOH / aq. ethanol / 18 h / Heating

5: 1.) p-Toluenesulfonyl chloride, 2.) 1,5-Diazabicyclo<5.4.0>undec-5-ene / 1.) Toluene, 0 deg C, 2.) a) 0 deg C, 15 min, b) 3 h, reflux

6: Diisobutylaluminium hydride / toluene / 0.25 h / -78 °C

7: 87 percent / benzene / 1 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; sodium; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; toluene-4-sulfonic acid; p-toluenesulfonyl chloride; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In methanol; diethyl ether; ethanol; toluene; benzene;
DOI:10.1021/jo01299a043