(R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-((1R,2S,6R)-6-isopropenyl-2-methoxymethoxy-4-methyl-cyclohex-3-enyl)-hept-4-yn-3-ol

Base Information

Chemical Name:(R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-((1R,2S,6R)-6-isopropenyl-2-methoxymethoxy-4-methyl-cyclohex-3-enyl)-hept-4-yn-3-ol
CAS No.:199661-68-2
Molecular Formula:C₂₅H₄₄O₄Si
Molecular Weight:436.707
Hs Code.:

Synonyms:(R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-((1R,2S,6R)-6-isopropenyl-2-methoxymethoxy-4-methyl-cyclohex-3-enyl)-hept-4-yn-3-ol

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Chemical Property of (R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-((1R,2S,6R)-6-isopropenyl-2-methoxymethoxy-4-methyl-cyclohex-3-enyl)-hept-4-yn-3-ol

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Technology Process of (R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-((1R,2S,6R)-6-isopropenyl-2-methoxymethoxy-4-methyl-cyclohex-3-enyl)-hept-4-yn-3-ol

There total 6 articles about (R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-((1R,2S,6R)-6-isopropenyl-2-methoxymethoxy-4-methyl-cyclohex-3-enyl)-hept-4-yn-3-ol 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:

: 78592-82-2
4-(tert-butyldimethylsilyloxy)-1-butyne

: 199661-67-1
(R)-2-((1R,2S,6R)-6-Isopropenyl-2-methoxymethoxy-4-methyl-cyclohex-3-enyl)-propionaldehyde

: 199661-68-2
(R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-((1R,2S,6R)-6-isopropenyl-2-methoxymethoxy-4-methyl-cyclohex-3-enyl)-hept-4-yn-3-ol

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -20 ℃; for 3h;
DOI:10.3891/acta.chem.scand.51-1217

Reference yield:

: 158690-89-2
(3R,3aR,4R,7aS)-4-Isopropenyl-3,6-dimethyl-3a,4,5,7a-tetrahydro-3H-benzofuran-2-one

: 199661-68-2
(R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-((1R,2S,6R)-6-isopropenyl-2-methoxymethoxy-4-methyl-cyclohex-3-enyl)-hept-4-yn-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / LiAlH₄ / tetrahydrofuran / 3 h / -78 - -20 °C

2: 86 percent / pyridine / 1 h / Ambient temperature

3: 88 percent / i-Pr₂NEt / CH₂Cl₂ / 3 h

4: 99 percent / 1M DIBAL / CH₂Cl₂; hexane / 0.5 h / -78 °C

5: 71 percent / 4-methylmorpholine N-oxide, 4 Angstroem molecular sieves, tetrapropylammonium perruthenate / CH₂Cl₂ / 0.25 h

6: 1.47 M BuLi / tetrahydrofuran; hexane / 3 h / -78 - -20 °C

With lithium aluminium tetrahydride; n-butyllithium; tetrapropylammonium perruthennate; 4 A molecular sieve; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; hexane; dichloromethane;
DOI:10.3891/acta.chem.scand.51-1217

Reference yield:

: 199661-63-7
(1S,5R,6R)-6-((R)-2-Hydroxy-1-methyl-ethyl)-5-isopropenyl-3-methyl-cyclohex-2-enol

: 199661-68-2
(R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-((1R,2S,6R)-6-isopropenyl-2-methoxymethoxy-4-methyl-cyclohex-3-enyl)-hept-4-yn-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / pyridine / 1 h / Ambient temperature

2: 88 percent / i-Pr₂NEt / CH₂Cl₂ / 3 h

3: 99 percent / 1M DIBAL / CH₂Cl₂; hexane / 0.5 h / -78 °C

4: 71 percent / 4-methylmorpholine N-oxide, 4 Angstroem molecular sieves, tetrapropylammonium perruthenate / CH₂Cl₂ / 0.25 h

5: 1.47 M BuLi / tetrahydrofuran; hexane / 3 h / -78 - -20 °C

With n-butyllithium; tetrapropylammonium perruthennate; 4 A molecular sieve; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; hexane; dichloromethane;
DOI:10.3891/acta.chem.scand.51-1217