(1S,2aS,3S,4aR,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,5,6,8b-octahydro-4aH-cyclobuta[a]naphthalen-7-one

Base Information

Chemical Name:(1S,2aS,3S,4aR,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,5,6,8b-octahydro-4aH-cyclobuta[a]naphthalen-7-one
CAS No.:573699-07-7
Molecular Formula:C₂₆H₃₆O₄
Molecular Weight:412.569
Hs Code.:

Synonyms:(1S,2aS,3S,4aR,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,5,6,8b-octahydro-4aH-cyclobuta[a]naphthalen-7-one

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Chemical Property of (1S,2aS,3S,4aR,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,5,6,8b-octahydro-4aH-cyclobuta[a]naphthalen-7-one

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Technology Process of (1S,2aS,3S,4aR,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,5,6,8b-octahydro-4aH-cyclobuta[a]naphthalen-7-one

There total 9 articles about (1S,2aS,3S,4aR,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,5,6,8b-octahydro-4aH-cyclobuta[a]naphthalen-7-one 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:

: 573699-05-5
(-)-4-((Benzyloxy)methyl)-2-cyclohexen-1-one

: 573699-07-7
(1S,2aS,3S,4aR,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,5,6,8b-octahydro-4aH-cyclobuta[a]naphthalen-7-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: CH₂Cl₂ / 8.5 h / 0 °C / Irradiation

2.1: Amberlyst-15 ion exchange resin / 2.5 h / 0 °C

3.1: diethyl ether; benzene / 1.5 h / 20 °C

4.1: pyridinium p-toluenesulfonate / acetone / 2.25 h / 20 °C

5.1: i-Pr₂NEt / CH₂Cl₂ / 70 h / 20 °C

6.1: sodium hydride / tetrahydrofuran / 3 h / 20 °C

6.2: aq. HCl / tetrahydrofuran / pH 5

7.1: Et₃N / tetrahydrofuran / 7 h / 0 - 20 °C

8.1: aq. potassium hydroxide / methanol / Heating

With potassium hydroxide; Amberlyst-15 ion exchange resin; pyridinium p-toluenesulfonate; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; benzene;
DOI:10.1021/ja034842k

Reference yield:

: 118378-03-3
(1S,5S,6R,8S)-5-Benzyloxymethyl-8-(1-hydroxy-1-methyl-ethyl)-bicyclo[4.2.0]octan-2-one

: 573699-07-7
(1S,2aS,3S,4aR,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,5,6,8b-octahydro-4aH-cyclobuta[a]naphthalen-7-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: i-Pr₂NEt / CH₂Cl₂ / 70 h / 20 °C

2.1: sodium hydride / tetrahydrofuran / 3 h / 20 °C

2.2: aq. HCl / tetrahydrofuran / pH 5

3.1: Et₃N / tetrahydrofuran / 7 h / 0 - 20 °C

4.1: aq. potassium hydroxide / methanol / Heating

With potassium hydroxide; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja034842k