2H-Pyran-2-methanol,6-ethyl-3,6-dihydro-alpha,5-dimethyl-alpha-(1Z)-1-propenyl-,(alphaR,2R,6R)-(9CI)

Base Information

Chemical Name:2H-Pyran-2-methanol,6-ethyl-3,6-dihydro-alpha,5-dimethyl-alpha-(1Z)-1-propenyl-,(alphaR,2R,6R)-(9CI)
CAS No.:393530-62-6
Molecular Formula:C13H22 O2
Molecular Weight:210.316
Hs Code.:
Mol file:393530-62-6.mol

Synonyms:2H-Pyran-2-methanol,6-ethyl-3,6-dihydro-a,5-dimethyl-a-(1Z)-1-propenyl-,(aR,2R,6R)- (9CI)

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Chemical Property of 2H-Pyran-2-methanol,6-ethyl-3,6-dihydro-alpha,5-dimethyl-alpha-(1Z)-1-propenyl-,(alphaR,2R,6R)-(9CI)

Chemical Property:

PSA：29.46000
LogP:2.82730

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 2H-Pyran-2-methanol,6-ethyl-3,6-dihydro-alpha,5-dimethyl-alpha-(1Z)-1-propenyl-,(alphaR,2R,6R)-(9CI)

There total 10 articles about 2H-Pyran-2-methanol,6-ethyl-3,6-dihydro-alpha,5-dimethyl-alpha-(1Z)-1-propenyl-,(alphaR,2R,6R)-(9CI) 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: 75.0%

: 590-13-6
(Z)-1-propenyl bromide

: 393530-60-4
1-[(2R,6R)-6-ethyl-5-methyl-3,6-dihydro-2H-2-pyranyl]-1-ethanone

: 393530-62-6
[2R,6R,2(2'R)]-2-[2'-hydroxy-3'-penten-2'(Z)-yl]-5-methyl-6-ethyl-3,6-dihydropyran

: (Z)-(S)-2-((2R,6R)-6-Ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-pent-3-en-2-ol

Guidance literature:: (Z)-1-propenyl bromide; With magnesium; In tetrahydrofuran;

1-[(2R,6R)-6-ethyl-5-methyl-3,6-dihydro-2H-2-pyranyl]-1-ethanone; In tetrahydrofuran;
DOI:10.1021/ja011867f

Reference yield: 75.0%

: 13154-14-8
(Z)-1-propenylmagnesium bromide

: 393530-60-4
1-[(2R,6R)-6-ethyl-5-methyl-3,6-dihydro-2H-2-pyranyl]-1-ethanone

: 393530-62-6
[2R,6R,2(2'R)]-2-[2'-hydroxy-3'-penten-2'(Z)-yl]-5-methyl-6-ethyl-3,6-dihydropyran

Guidance literature:: In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1016/S0040-4020(03)00370-3

Reference yield:

: 125637-07-2,2088-07-5
(R)-3-hydroxy-2-methylpent-1-ene

: 393530-62-6
[2R,6R,2(2'R)]-2-[2'-hydroxy-3'-penten-2'(Z)-yl]-5-methyl-6-ethyl-3,6-dihydropyran

Guidance literature:: Multi-step reaction with 5 steps

1: BF₃*OEt₃ / CH₂Cl₂ / 16 h / 20 °C

2: 4.0 g / LiAlH₄ / diethyl ether / 3 h / 0 °C

3: Cl₂(PCy₃)2Ru=CHPh / CH₂Cl₂ / 16 h / Heating

4: 60 percent / 4 Angstroem molecular sieves; NMO; TPAP / CH₂Cl₂ / 2 h / 20 °C

5: 75 percent / tetrahydrofuran / 1 h / -78 °C

With lithium aluminium tetrahydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; boron trifluoride diethyl etherate; Grubbs catalyst first generation; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(03)00370-3