(1'S,3'S)-(Z)-5-(1'-hydroxy-2',2'-dimethyl-6'-methylene-3'-tetrahydropyranyloxycyclohexyl)-3-methyl-2-penten-4-yn-1-yl-tetrahydropyranyl ether

Base Information

Chemical Name:(1'S,3'S)-(Z)-5-(1'-hydroxy-2',2'-dimethyl-6'-methylene-3'-tetrahydropyranyloxycyclohexyl)-3-methyl-2-penten-4-yn-1-yl-tetrahydropyranyl ether
CAS No.:170311-02-1
Molecular Formula:C₂₅H₃₈O₅
Molecular Weight:418.574
Hs Code.:

Synonyms:(1'S,3'S)-(Z)-5-(1'-hydroxy-2',2'-dimethyl-6'-methylene-3'-tetrahydropyranyloxycyclohexyl)-3-methyl-2-penten-4-yn-1-yl-tetrahydropyranyl ether

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Chemical Property of (1'S,3'S)-(Z)-5-(1'-hydroxy-2',2'-dimethyl-6'-methylene-3'-tetrahydropyranyloxycyclohexyl)-3-methyl-2-penten-4-yn-1-yl-tetrahydropyranyl ether

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Technology Process of (1'S,3'S)-(Z)-5-(1'-hydroxy-2',2'-dimethyl-6'-methylene-3'-tetrahydropyranyloxycyclohexyl)-3-methyl-2-penten-4-yn-1-yl-tetrahydropyranyl ether

There total 1 articles about (1'S,3'S)-(Z)-5-(1'-hydroxy-2',2'-dimethyl-6'-methylene-3'-tetrahydropyranyloxycyclohexyl)-3-methyl-2-penten-4-yn-1-yl-tetrahydropyranyl ether 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:

: 41967-81-1
(Z)-3-Methyl-2-penten-4-ynyl tetrahydropyranyl ether

: (-)-(S)-2,2-dimethyl-6-methylene-3-tetrahydropyranoxy-1-cyclohexanone

: (1R,5S)-2,6,6-Trimethyl-1-[(Z)-3-methyl-5-(tetrahydro-pyran-2-yloxy)-pent-3-en-1-ynyl]-5-(tetrahydro-pyran-2-yloxy)-cyclohex-2-enol

: (1'R,3'S)-(Z)-5-(1'-hydroxy-2',2'-dimethyl-6'-methylene-3'-tetrahydropyranyloxycyclohexyl)-3-methyl-2-penten-4-yn-1-yl-tetrahydropyranyl ether

: 170311-02-1
(1'S,3'S)-(Z)-5-(1'-hydroxy-2',2'-dimethyl-6'-methylene-3'-tetrahydropyranyloxycyclohexyl)-3-methyl-2-penten-4-yn-1-yl-tetrahydropyranyl ether

Guidance literature:: With ethidium Bromide; magnesium; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1) THF, 0-5 deg C, 30 min, room temp. (30 min); 2) THF, room temp. overnight;
DOI:10.1016/0031-9422(95)00374-G

Reference yield: 92.0%

: 170311-02-1
(1'S,3'S)-(Z)-5-(1'-hydroxy-2',2'-dimethyl-6'-methylene-3'-tetrahydropyranyloxycyclohexyl)-3-methyl-2-penten-4-yn-1-yl-tetrahydropyranyl ether

: 170311-03-2
(+)-(1'S,3'S)-(Z)-5-(1',3'-dihydroxy-2',2'-dimethyl-6'-methylenecyclohexyl)-3-methyl-2-penten-4-yn-1-ol

Guidance literature:: With acetic acid; In tetrahydrofuran; water; for 48h; Ambient temperature;
DOI:10.1016/0031-9422(95)00374-G

Reference yield:

: 170311-02-1
(1'S,3'S)-(Z)-5-(1'-hydroxy-2',2'-dimethyl-6'-methylene-3'-tetrahydropyranyloxycyclohexyl)-3-methyl-2-penten-4-yn-1-yl-tetrahydropyranyl ether

: 162585-03-7
(1'R.3'S)-(2Z,4E)-1',3'-dihydroxy-γ-ionylideneacetic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / HOAc / H₂O; tetrahydrofuran / 48 h / Ambient temperature

2: 77 percent / sodium bis-(2-methoxyethoxy)aluminium hydride / tetrahydrofuran / Ambient temperature

3: activ. MnO₂ / CH₂Cl₂ / 2 h / Ambient temperature

4: 79 percent / activ. MnO₂, NaCN, HOAc / 2 h / Ambient temperature

5: 86 percent / aq. KOH / methanol / Ambient temperature

With manganese(IV) oxide; potassium hydroxide; sodium cyanide; acetic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/0031-9422(95)00374-G