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

Base Information

Chemical Name:methyl (1α,6α,7α)-3-<(benzyloxy)methyl>-7-methylbicyclo<4.1.0>hept-2-ene-7-carboxylate
CAS No.:116150-10-8
Molecular Formula:C₁₈H₂₂O₃
Molecular Weight:286.371
Hs Code.:

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

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

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

There total 4 articles about methyl (1α,6α,7α)-3-<(benzyloxy)methyl>-7-methylbicyclo<4.1.0>hept-2-ene-7-carboxylate 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: 53.0%

: 67-56-1
methanol

: 116150-09-5,116257-55-7
(1α,6α,8α)-3-<(benzyloxy)methyl>-8-methyl-8-chlorobicyclo<4.2.0>oct-2-en-7-one

: 116150-10-8
methyl (1α,6α,7α)-3-<(benzyloxy)methyl>-7-methylbicyclo<4.1.0>hept-2-ene-7-carboxylate

Guidance literature:: With silver nitrate; for 47h; Heating;
DOI:10.1021/jo00255a045

Reference yield:

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

: 116150-10-8
methyl (1α,6α,7α)-3-<(benzyloxy)methyl>-7-methylbicyclo<4.1.0>hept-2-ene-7-carboxylate

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

: 116150-10-8
methyl (1α,6α,7α)-3-<(benzyloxy)methyl>-7-methylbicyclo<4.1.0>hept-2-ene-7-carboxylate

Guidance literature:: Multi-step reaction with 3 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

With ethanol; sodium hydride; silver nitrate; triethylamine; In pentane;
DOI:10.1021/jo00255a045