1-((1S,2S)-2-Hydroxymethyl-1,3-dimethyl-cyclohex-3-enyl)-8-methyl-non-7-en-4-one

Base Information

Chemical Name:1-((1S,2S)-2-Hydroxymethyl-1,3-dimethyl-cyclohex-3-enyl)-8-methyl-non-7-en-4-one
CAS No.:85329-64-2
Molecular Formula:C₁₉H₃₂O₂
Molecular Weight:292.462
Hs Code.:

Synonyms:1-((1S,2S)-2-Hydroxymethyl-1,3-dimethyl-cyclohex-3-enyl)-8-methyl-non-7-en-4-one

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Chemical Property of 1-((1S,2S)-2-Hydroxymethyl-1,3-dimethyl-cyclohex-3-enyl)-8-methyl-non-7-en-4-one

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Technology Process of 1-((1S,2S)-2-Hydroxymethyl-1,3-dimethyl-cyclohex-3-enyl)-8-methyl-non-7-en-4-one

There total 14 articles about 1-((1S,2S)-2-Hydroxymethyl-1,3-dimethyl-cyclohex-3-enyl)-8-methyl-non-7-en-4-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: 40.0%

: 85329-63-1
2-((1S,6S)-2,6-Dimethyl-6-{3-[2-(4-methyl-pent-3-enyl)-[1,3]dithian-2-yl]-propyl}-cyclohex-2-enylmethoxy)-tetrahydro-pyran

: 85329-64-2
1-((1S,2S)-2-Hydroxymethyl-1,3-dimethyl-cyclohex-3-enyl)-8-methyl-non-7-en-4-one

Guidance literature:: With copper(II) oxide; copper dichloride; In acetone;
DOI:10.1246/cl.1982.1947

Reference yield:

: 42807-20-5
5βH-eudesmanolide

: 85329-64-2
1-((1S,2S)-2-Hydroxymethyl-1,3-dimethyl-cyclohex-3-enyl)-8-methyl-non-7-en-4-one

Guidance literature:: Multi-step reaction with 12 steps

1: 75 percent / 1.) LDA, 2.) Mo₅*pyridine*HMPT complex / hexane; tetrahydrofuran / 3 h / -78 °C

2: 75 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

3: 98 percent / sodium periodate / tetrahydrofuran; H₂O / 1.2 h / Ambient temperature

4: CH₂Cl₂ / 0.5 h / Ambient temperature

5: activated alumina (Wako) / 2 h

6: 88 percent / LiAlH₄ / diethyl ether / 3 h / Heating

7: 1.) sodium periodate, 2.) sodium borohydride / 1.) THF, 0 deg C, 1 h, 2.) THF, water, 45 min

8: 31 percent / pyridine / 4 °C

9: sodium iodide / acetone / 2.2 h / Heating

10: 84 percent / p-toluenesulfonic acid / tetrahydrofuran

11: n-BuLi / tetrahydrofuran / -5 - 0 °C

12: 39 percent / CuCl₂*2H₂O, CuO / acetone / 0.33 h / Heating

With pyridine; aluminum oxide; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; n-butyllithium; Mo₅*pyridine*HMPT; toluene-4-sulfonic acid; sodium iodide; copper(II) oxide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; acetone;
DOI:10.1246/bcsj.60.707

Reference yield:

: 85329-60-8,85354-55-8
3-((1R,2S)-2-Hydroxymethyl-1,3-dimethyl-cyclohex-3-enyl)-propan-1-ol

: 85329-64-2
1-((1S,2S)-2-Hydroxymethyl-1,3-dimethyl-cyclohex-3-enyl)-8-methyl-non-7-en-4-one

Guidance literature:: Multi-step reaction with 5 steps

1: 31 percent / pyridine / 4 °C

2: sodium iodide / acetone / 2.2 h / Heating

3: 84 percent / p-toluenesulfonic acid / tetrahydrofuran

4: n-BuLi / tetrahydrofuran / -5 - 0 °C

5: 39 percent / CuCl₂*2H₂O, CuO / acetone / 0.33 h / Heating

With pyridine; n-butyllithium; toluene-4-sulfonic acid; sodium iodide; copper(II) oxide; In tetrahydrofuran; acetone;
DOI:10.1246/bcsj.60.707