(1S,2aS,3S,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,8b-hexahydro-cyclobuta[a]naphthalen-7-ylamine

Base Information

Chemical Name:(1S,2aS,3S,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,8b-hexahydro-cyclobuta[a]naphthalen-7-ylamine
CAS No.:124665-31-2
Molecular Formula:C₂₆H₃₅NO₃
Molecular Weight:409.569
Hs Code.:

Synonyms:(1S,2aS,3S,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,8b-hexahydro-cyclobuta[a]naphthalen-7-ylamine

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Chemical Property of (1S,2aS,3S,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,8b-hexahydro-cyclobuta[a]naphthalen-7-ylamine

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Technology Process of (1S,2aS,3S,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,8b-hexahydro-cyclobuta[a]naphthalen-7-ylamine

There total 21 articles about (1S,2aS,3S,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,8b-hexahydro-cyclobuta[a]naphthalen-7-ylamine 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: 90.0%

: 118378-07-7
N-[(1S,2aS,3S,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,8b-hexahydro-cyclobuta[a]naphthalen-7-yl]-benzamide

: 124665-31-2
(1S,2aS,3S,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,8b-hexahydro-cyclobuta[a]naphthalen-7-ylamine

Guidance literature:: With sodium hydroxide; In ethanol; Heating;
DOI:10.1021/jo00261a046

Reference yield:

: 573699-09-9
(1S,5S,6R,8S)-5-Benzyloxymethyl-8-(1-methoxymethoxy-1-methyl-ethyl)-bicyclo[4.2.0]octan-2-one

: 124665-31-2
(1S,2aS,3S,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,8b-hexahydro-cyclobuta[a]naphthalen-7-ylamine

Guidance literature:: Multi-step reaction with 6 steps

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

1.2: aq. HCl / tetrahydrofuran / pH 5

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

3.1: aq. potassium hydroxide / methanol / Heating

4.1: 83 percent / hydroxylamine hydrochloride; sodium acetate / methanol / 3 h / Heating

5.1: xylene / 4.5 h / 110 °C

6.1: sodium hydroxide / aq. ethanol / Heating

With potassium hydroxide; sodium hydroxide; hydroxylamine hydrochloride; sodium acetate; sodium hydride; triethylamine; In tetrahydrofuran; methanol; ethanol; xylene; 5.1: Semmler-Wolff aniline aromatization;
DOI:10.1021/ja034842k

Reference yield:

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

: 124665-31-2
(1S,2aS,3S,8bS)-3-Benzyloxymethyl-1-(1-methoxymethoxy-1-methyl-ethyl)-8-methyl-1,2,2a,3,4,8b-hexahydro-cyclobuta[a]naphthalen-7-ylamine

Guidance literature:: Multi-step reaction with 11 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

9.1: 83 percent / hydroxylamine hydrochloride; sodium acetate / methanol / 3 h / Heating

10.1: xylene / 4.5 h / 110 °C

11.1: sodium hydroxide / aq. ethanol / Heating

With potassium hydroxide; sodium hydroxide; Amberlyst-15 ion exchange resin; hydroxylamine hydrochloride; sodium acetate; pyridinium p-toluenesulfonate; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; acetone; xylene; benzene; 10.1: Semmler-Wolff aniline aromatization;
DOI:10.1021/ja034842k