(4aR,10bR)-8-Benzyloxy-4-ethyl-4a,5,6,10b-tetrahydro-4H-naphtho[1,2-b][1,4]oxazin-3-one

Base Information

Chemical Name:(4aR,10bR)-8-Benzyloxy-4-ethyl-4a,5,6,10b-tetrahydro-4H-naphtho[1,2-b][1,4]oxazin-3-one
CAS No.:92421-97-1
Molecular Formula:C₂₁H₂₃NO₃
Molecular Weight:337.419
Hs Code.:

Synonyms:

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Chemical Property of (4aR,10bR)-8-Benzyloxy-4-ethyl-4a,5,6,10b-tetrahydro-4H-naphtho[1,2-b][1,4]oxazin-3-one

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Technology Process of (4aR,10bR)-8-Benzyloxy-4-ethyl-4a,5,6,10b-tetrahydro-4H-naphtho[1,2-b][1,4]oxazin-3-one

There total 4 articles about (4aR,10bR)-8-Benzyloxy-4-ethyl-4a,5,6,10b-tetrahydro-4H-naphtho[1,2-b][1,4]oxazin-3-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:

: 32263-70-0
6-benzyloxy-3,4-dihydro-2H-naphthalen-1-one

: 92421-97-1
(4aR,10bR)-8-Benzyloxy-4-ethyl-4a,5,6,10b-tetrahydro-4H-naphtho[1,2-b][1,4]oxazin-3-one

Guidance literature:: Multi-step reaction with 5 steps

1: potassium tert-butoxide, isoamyl nitrite / diethyl ether; butan-1-ol / 4 h / Ambient temperature

2: Zn / acetic acid / 0.5 h / 65 °C

3: 75 percent / sodium borohydride / ethanol

4: LiAlH₄ / tetrahydrofuran; ethane-1,2-diol; dimethyl ether / 1 h / Ambient temperature

5: 1.) Na₂CO₃, 2.) NaH / 1.) ethyl acetate, 1 h, 2.) acetonitrile, THF, 1 h

With sodium tetrahydroborate; lithium aluminium tetrahydride; potassium tert-butylate; sodium hydride; sodium carbonate; zinc; isopentyl nitrite; In tetrahydrofuran; diethyl ether; ethanol; Dimethyl ether; ethylene glycol; acetic acid; butan-1-ol;
DOI:10.1021/jm00378a014

Reference yield:

: 92422-32-7
6-benzyloxy-3,4-dihydro-1,2-naphthalenedione 2-oxime

: 92421-97-1
(4aR,10bR)-8-Benzyloxy-4-ethyl-4a,5,6,10b-tetrahydro-4H-naphtho[1,2-b][1,4]oxazin-3-one

Guidance literature:: Multi-step reaction with 4 steps

1: Zn / acetic acid / 0.5 h / 65 °C

2: 75 percent / sodium borohydride / ethanol

3: LiAlH₄ / tetrahydrofuran; ethane-1,2-diol; dimethyl ether / 1 h / Ambient temperature

4: 1.) Na₂CO₃, 2.) NaH / 1.) ethyl acetate, 1 h, 2.) acetonitrile, THF, 1 h

With sodium tetrahydroborate; lithium aluminium tetrahydride; sodium hydride; sodium carbonate; zinc; In tetrahydrofuran; ethanol; Dimethyl ether; ethylene glycol; acetic acid;
DOI:10.1021/jm00378a014

Reference yield:

: 66361-78-2
2-acetamido-6-(benzyloxy)-3,4-dihydronaphthalen-1(2H)-one

: 92421-97-1
(4aR,10bR)-8-Benzyloxy-4-ethyl-4a,5,6,10b-tetrahydro-4H-naphtho[1,2-b][1,4]oxazin-3-one

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / sodium borohydride / ethanol

2: LiAlH₄ / tetrahydrofuran; ethane-1,2-diol; dimethyl ether / 1 h / Ambient temperature

3: 1.) Na₂CO₃, 2.) NaH / 1.) ethyl acetate, 1 h, 2.) acetonitrile, THF, 1 h

With sodium tetrahydroborate; lithium aluminium tetrahydride; sodium hydride; sodium carbonate; In tetrahydrofuran; ethanol; Dimethyl ether; ethylene glycol;
DOI:10.1021/jm00378a014