(1α,6α,7α)-3-<(benzyloxy)methyl>-7-methylbicyclo<4.1.0>hept-2-ene-7-carboxaldehyde

Base Information

Chemical Name:(1α,6α,7α)-3-<(benzyloxy)methyl>-7-methylbicyclo<4.1.0>hept-2-ene-7-carboxaldehyde
CAS No.:116150-11-9
Molecular Formula:C₁₇H₂₀O₂
Molecular Weight:256.345
Hs Code.:

Synonyms:(1α,6α,7α)-3-<(benzyloxy)methyl>-7-methylbicyclo<4.1.0>hept-2-ene-7-carboxaldehyde

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Chemical Property of (1α,6α,7α)-3-<(benzyloxy)methyl>-7-methylbicyclo<4.1.0>hept-2-ene-7-carboxaldehyde

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Technology Process of (1α,6α,7α)-3-<(benzyloxy)methyl>-7-methylbicyclo<4.1.0>hept-2-ene-7-carboxaldehyde

There total 6 articles about (1α,6α,7α)-3-<(benzyloxy)methyl>-7-methylbicyclo<4.1.0>hept-2-ene-7-carboxaldehyde 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: 65.0%

: 116150-16-4
(1α,6α,7α)-3-<(benzyloxy)methyl>-7-methylbicyclo<4.1.0>hept-2-ene-7-methanol

: 116150-11-9
(1α,6α,7α)-3-<(benzyloxy)methyl>-7-methylbicyclo<4.1.0>hept-2-ene-7-carboxaldehyde

Guidance literature:: With Celite; pyridinium chlorochromate; In dichloromethane; for 5h; Ambient temperature;
DOI:10.1021/jo00255a045

Reference yield:

: 3725-40-4
ethyl 1,3-cyclohexadiene-1-carboxylate

: 116150-11-9
(1α,6α,7α)-3-<(benzyloxy)methyl>-7-methylbicyclo<4.1.0>hept-2-ene-7-carboxaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / AlCl₃, LiAlH₄ / diethyl ether / 17 h / 0 - 20 °C

2: 1.) NaH, EtOH / 1.) THF, reflux, 2 h, 2.) RT, 11 h

3: 63 percent / Et₃N / pentane / 16 h

4: 53 percent / AgNO₃ / 47 h / Heating

5: 95 percent / LiAlH₄ / diethyl ether / 4 h / Ambient temperature

6: 65 percent / pyridinium chlorochromate, celite / CH₂Cl₂ / 5 h / Ambient temperature

With lithium aluminium tetrahydride; aluminium trichloride; ethanol; Celite; sodium hydride; silver nitrate; triethylamine; pyridinium chlorochromate; In diethyl ether; dichloromethane; pentane;
DOI:10.1021/jo00255a045

Reference yield:

: 21203-48-5
1,3-cyclohexadiene-1-methanol

: 116150-11-9
(1α,6α,7α)-3-<(benzyloxy)methyl>-7-methylbicyclo<4.1.0>hept-2-ene-7-carboxaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH, EtOH / 1.) THF, reflux, 2 h, 2.) RT, 11 h

2: 63 percent / Et₃N / pentane / 16 h

3: 53 percent / AgNO₃ / 47 h / Heating

4: 95 percent / LiAlH₄ / diethyl ether / 4 h / Ambient temperature

5: 65 percent / pyridinium chlorochromate, celite / CH₂Cl₂ / 5 h / Ambient temperature

With lithium aluminium tetrahydride; ethanol; Celite; sodium hydride; silver nitrate; triethylamine; pyridinium chlorochromate; In diethyl ether; dichloromethane; pentane;
DOI:10.1021/jo00255a045