[2,5-bis-(tetrahydro-pyran-2-yloxy)-phenyl]-(5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methanol

Base Information

Chemical Name:[2,5-bis-(tetrahydro-pyran-2-yloxy)-phenyl]-(5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methanol
CAS No.:478930-77-7
Molecular Formula:C₃₁H₄₆O₅
Molecular Weight:498.703
Hs Code.:

Synonyms:[2,5-bis-(tetrahydro-pyran-2-yloxy)-phenyl]-(5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methanol

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Chemical Property of [2,5-bis-(tetrahydro-pyran-2-yloxy)-phenyl]-(5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methanol

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Technology Process of [2,5-bis-(tetrahydro-pyran-2-yloxy)-phenyl]-(5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methanol

There total 10 articles about [2,5-bis-(tetrahydro-pyran-2-yloxy)-phenyl]-(5,5,8a-trimethyl-2-methylene-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: 93.0%

: 2139-44-8
2-(4-(tetrahydro-2H-pyran-2-yloxy)phenoxy)tetrahydro-2H-pyran

: 155551-30-7
(1S,4aS,8aS)-3H-2-methylene-1,4,4a,5,6,7,8,8a-octahydro-5,5,8a-trimethylnaphthalene-1-carboxaldehyde

: 478930-77-7
[2,5-bis-(tetrahydro-pyran-2-yloxy)-phenyl]-(5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methanol

Guidance literature:: 2-(4-(tetrahydro-2H-pyran-2-yloxy)phenoxy)tetrahydro-2H-pyran; With sec.-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃;

(1S,4aS,8aS)-3H-2-methylene-1,4,4a,5,6,7,8,8a-octahydro-5,5,8a-trimethylnaphthalene-1-carboxaldehyde; In tetrahydrofuran; hexane; for 1h;
DOI:10.1080/00397910500377172

Reference yield:

: 596-85-0,29461-42-5,41357-91-9,106631-38-3,1438-62-6
(+)-manool

: 478930-77-7
[2,5-bis-(tetrahydro-pyran-2-yloxy)-phenyl]-(5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methanol

Guidance literature:: Multi-step reaction with 8 steps

1.1: KMnO₄; MgSO₄ / acetone / 20 °C

2.1: 66 percent / oxygen / 1,2-dimethoxy-ethane / 4 h / 20 °C

3.1: 95 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

4.1: 8 percent / molecular sieves 4 Angstroem; N-methylmorpholine N-oxide; tetra-n-propylammonium perruthenate / CH₂Cl₂

5.1: 94 percent / NaHCO₃; m-chloroperbenzoic acid / CH₂Cl₂ / -78 °C

6.1: 95 percent / potassium hydroxide / methanol / 20 °C

7.1: 85 percent / molecular sieves 4 Angstroem; N-methylmorpholine N-oxide; tetra-n-propylammonium perruthenate / CH₂Cl₂

8.1: sec-butyllithium / hexane; tetrahydrofuran / 0 - 20 °C

8.2: 93 percent / hexane; tetrahydrofuran / 1 h

With potassium hydroxide; potassium permanganate; lithium aluminium tetrahydride; tetrapropylammonium perruthennate; 4 A molecular sieve; sec.-butyllithium; oxygen; sodium hydrogencarbonate; magnesium sulfate; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; dichloromethane; acetone; 5.1: Baeyer-Villiger oxidation;
DOI:10.1080/00397910500377172

Reference yield:

: 29065-24-5
2-((1S, 4aS, 8aS)-5,5,8a-trimethyl-2-methylenedecahydronaphthalen-1-yl)acetic acid

: 478930-77-7
[2,5-bis-(tetrahydro-pyran-2-yloxy)-phenyl]-(5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methanol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 95 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

2.1: 8 percent / molecular sieves 4 Angstroem; N-methylmorpholine N-oxide; tetra-n-propylammonium perruthenate / CH₂Cl₂

3.1: 94 percent / NaHCO₃; m-chloroperbenzoic acid / CH₂Cl₂ / -78 °C

4.1: 95 percent / potassium hydroxide / methanol / 20 °C

5.1: 85 percent / molecular sieves 4 Angstroem; N-methylmorpholine N-oxide; tetra-n-propylammonium perruthenate / CH₂Cl₂

6.1: sec-butyllithium / hexane; tetrahydrofuran / 0 - 20 °C

6.2: 93 percent / hexane; tetrahydrofuran / 1 h

With potassium hydroxide; lithium aluminium tetrahydride; tetrapropylammonium perruthennate; 4 A molecular sieve; sec.-butyllithium; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; 3.1: Baeyer-Villiger oxidation;
DOI:10.1080/00397910500377172