(2,3-Dimethoxy-6-methoxymethoxy-phenyl)-((1S,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-yl)-methanol

Base Information

Chemical Name:(2,3-Dimethoxy-6-methoxymethoxy-phenyl)-((1S,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-yl)-methanol
CAS No.:185394-28-9
Molecular Formula:C₂₂H₃₄O₅
Molecular Weight:378.509
Hs Code.:

Synonyms:(2,3-Dimethoxy-6-methoxymethoxy-phenyl)-((1S,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-yl)-methanol

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Chemical Property of (2,3-Dimethoxy-6-methoxymethoxy-phenyl)-((1S,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-yl)-methanol

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Technology Process of (2,3-Dimethoxy-6-methoxymethoxy-phenyl)-((1S,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-yl)-methanol

There total 11 articles about (2,3-Dimethoxy-6-methoxymethoxy-phenyl)-((1S,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-yl)-methanol 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: 24.0%

: 133129-56-3
1,2-dimethoxy-4-(methoxymethoxy)benzene

: 180912-73-6
(4aR,8aR)-1-formyl-1,2,3,4,4a,5,6,7,8,8a-decahydro-8a-methylnaphthalene

: 185394-28-9
(2,3-Dimethoxy-6-methoxymethoxy-phenyl)-((1S,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-yl)-methanol

Guidance literature:: With tert.-butyl lithium; In hexane; at 0 ℃;
DOI:10.1016/0040-4039(96)01209-9

Reference yield:

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

: 185394-28-9
(2,3-Dimethoxy-6-methoxymethoxy-phenyl)-((1S,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-yl)-methanol

Guidance literature:: Multi-step reaction with 9 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: 24 percent / t-BuLi / hexane / 0 °C

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

Reference yield:

: 117556-90-8
(8aR)-3,4,8,8a-tetrahydro-8a-methyl-1,6(2H,7H)-naphthalenedione 1-ethylene ketal

: 185394-28-9
(2,3-Dimethoxy-6-methoxymethoxy-phenyl)-((1S,4aR,8aR)-8a-methyl-decahydro-naphthalen-1-yl)-methanol

Guidance literature:: Multi-step reaction with 8 steps

1: 86 percent / H₂ / 10percent Pd/C / ethanol / Ambient temperature

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

3: 90 percent / 4M HCl / ethanol / Ambient temperature

4: 87 percent / Zn, TiCl₄ / tetrahydrofuran / Ambient temperature

5: BH₃*THF / tetrahydrofuran / Ambient temperature

6: 3M NaOH, 30percent H₂O₂ / Ambient temperature

7: Dess-Martin periodinane / CH₂Cl₂ / Ambient temperature

8: 24 percent / t-BuLi / hexane / 0 °C

With hydrogenchloride; potassium hydroxide; sodium hydroxide; borane-THF; hydrogen; dihydrogen peroxide; tert.-butyl lithium; titanium tetrachloride; Dess-Martin periodane; hydrazine hydrate; zinc; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; diethylene glycol;
DOI:10.1016/0040-4039(96)01209-9