(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 oxime

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 oxime
CAS No.:124665-34-5
Molecular Formula:C₂₆H₃₇NO₄
Molecular Weight:427.584
Hs Code.:

(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 oxime

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 oxime

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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 oxime

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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 oxime

There total 19 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 oxime 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: 87.0%

: 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

: 124665-34-5
(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 oxime

Guidance literature:: With hydroxylamine hydrochloride; sodium acetate; In methanol; Heating;
DOI:10.1021/jo00261a046

Reference yield: 87.0%

: 118378-06-6,124752-79-0
(1R,2aR,3R,4aS,8bR)-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

: 124665-34-5
(1R,2aR,3R,4aS,8bR)-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 oxime

Guidance literature:: With hydroxylamine hydrochloride; sodium acetate; In methanol; for 0.666667h; Heating;
DOI:10.1016/S0040-4020(01)83440-2

Reference yield:

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

: 124665-34-5
(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 oxime

Guidance literature:: Multi-step reaction with 4 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

With potassium hydroxide; hydroxylamine hydrochloride; sodium acetate; sodium hydride; triethylamine; In tetrahydrofuran; methanol;
DOI:10.1021/ja034842k