2,3-Dichloro-5-methoxy-6-((1R,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone

Base Information

Chemical Name:2,3-Dichloro-5-methoxy-6-((1R,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone
CAS No.:180912-60-1
Molecular Formula:C₁₉H₂₄Cl₂O₃
Molecular Weight:371.304
Hs Code.:

Synonyms:2,3-Dichloro-5-methoxy-6-((1R,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone

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Chemical Property of 2,3-Dichloro-5-methoxy-6-((1R,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone

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Technology Process of 2,3-Dichloro-5-methoxy-6-((1R,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone

There total 14 articles about 2,3-Dichloro-5-methoxy-6-((1R,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone 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: 62.0%

: 180912-57-6
2-Methoxy-3-((1R,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone

: 180912-60-1
2,3-Dichloro-5-methoxy-6-((1R,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone

Guidance literature:: With pyridine; thionyl chloride; In benzene; Heating;
DOI:10.1016/0040-4039(96)01209-9

Reference yield:

: 57234-28-3
1-methoxy-3-(methoxymethoxy)benzene

: 180912-60-1
2,3-Dichloro-5-methoxy-6-((1R,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone

Guidance literature:: Multi-step reaction with 5 steps

1: t-BuLi / hexane / 0 °C

2: 81 percent / H₂ / 10percent Pd/C / methanol / Ambient temperature

3: 93 percent / conc. HCl / methanol / Ambient temperature

4: 73 percent / salcomine, O₂ / dimethylformamide / Ambient temperature

5: 62 percent / SOCl₂, pyridine / benzene / Heating

With pyridine; hydrogenchloride; thionyl chloride; salcomine; hydrogen; tert.-butyl lithium; oxygen; palladium on activated charcoal; In methanol; hexane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0040-4039(96)01209-9

Reference yield:

: 100348-93-4
(R)-Wieland-Miescher ketone

: 180912-60-1
2,3-Dichloro-5-methoxy-6-((1R,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-ylmethyl)-[1,4]benzoquinone

Guidance literature:: Multi-step reaction with 13 steps

1: 77 percent / p-TsOH / benzene / Heating

2: 86 percent / H₂ / 10percent Pd/C / ethanol / Ambient temperature

3: 63 percent / H₂NNH₂*H₂O, KOH / bis-(2-hydroxy-ethyl) ether / 200 °C

4: 90 percent / 4M HCl / ethanol / Ambient temperature

5: 87 percent / Zn, TiCl₄ / tetrahydrofuran / Ambient temperature

6: BH₃*THF / tetrahydrofuran / Ambient temperature

7: 3M NaOH, 30percent H₂O₂ / Ambient temperature

8: Dess-Martin periodinane / CH₂Cl₂ / Ambient temperature

9: 74 percent / t-BuLi / hexane / 0 °C

10: 81 percent / H₂ / 10percent Pd/C / methanol / Ambient temperature

11: 93 percent / conc. HCl / methanol / Ambient temperature

12: 73 percent / salcomine, O₂ / dimethylformamide / Ambient temperature

13: 62 percent / SOCl₂, pyridine / benzene / Heating

With pyridine; hydrogenchloride; potassium hydroxide; sodium hydroxide; thionyl chloride; borane-THF; salcomine; hydrogen; dihydrogen peroxide; tert.-butyl lithium; oxygen; titanium tetrachloride; Dess-Martin periodane; toluene-4-sulfonic acid; hydrazine hydrate; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; diethylene glycol; benzene;
DOI:10.1016/0040-4039(96)01209-9