1'-methyl-6-((E)-3-oxo-3-(3-((E)-1-(benzyloxyimino)ethyl)azetidin-1-yl)prop-1-enyl)-1H-spiro[[1,8]naphthyridine-3,4'-piperidin]-2(4H)-one

Base Information

Chemical Name:1'-methyl-6-((E)-3-oxo-3-(3-((E)-1-(benzyloxyimino)ethyl)azetidin-1-yl)prop-1-enyl)-1H-spiro[[1,8]naphthyridine-3,4'-piperidin]-2(4H)-one
CAS No.:1309206-51-6
Molecular Formula:C₂₈H₃₃N₅O₃
Molecular Weight:487.602
Hs Code.:

Synonyms:1'-methyl-6-((E)-3-oxo-3-(3-((E)-1-(benzyloxyimino)ethyl)azetidin-1-yl)prop-1-enyl)-1H-spiro[[1,8]naphthyridine-3,4'-piperidin]-2(4H)-one

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Chemical Property of 1'-methyl-6-((E)-3-oxo-3-(3-((E)-1-(benzyloxyimino)ethyl)azetidin-1-yl)prop-1-enyl)-1H-spiro[[1,8]naphthyridine-3,4'-piperidin]-2(4H)-one

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Technology Process of 1'-methyl-6-((E)-3-oxo-3-(3-((E)-1-(benzyloxyimino)ethyl)azetidin-1-yl)prop-1-enyl)-1H-spiro[[1,8]naphthyridine-3,4'-piperidin]-2(4H)-one

There total 11 articles about 1'-methyl-6-((E)-3-oxo-3-(3-((E)-1-(benzyloxyimino)ethyl)azetidin-1-yl)prop-1-enyl)-1H-spiro[[1,8]naphthyridine-3,4'-piperidin]-2(4H)-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: 31.0%

: 1309209-13-9
(E)-6-(3-(3-acetylazetidin-1-yl)-3-oxoprop-1-enyl)-1'-methyl-1H-spiro[[1,8]naphthyridine-3,4'-piperidin]-2(4H)-one

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 1'-methyl-6-((E)-3-oxo-3-(3-((Z)-1-(benzyloxyimino)ethyl)azetidin-1-yl)prop-1-enyl)-1H-spiro[[1,8]naphthyridine-3,4'-piperidin]-2(4H)-one

: 1309206-51-6
1'-methyl-6-((E)-3-oxo-3-(3-((E)-1-(benzyloxyimino)ethyl)azetidin-1-yl)prop-1-enyl)-1H-spiro[[1,8]naphthyridine-3,4'-piperidin]-2(4H)-one

Guidance literature:: In methanol; at 20 ℃;

Reference yield:

: 23612-57-9
(2-amino-3-pyridinyl)methanol

: 1'-methyl-6-((E)-3-oxo-3-(3-((Z)-1-(benzyloxyimino)ethyl)azetidin-1-yl)prop-1-enyl)-1H-spiro[[1,8]naphthyridine-3,4'-piperidin]-2(4H)-one

: 1309206-51-6
1'-methyl-6-((E)-3-oxo-3-(3-((E)-1-(benzyloxyimino)ethyl)azetidin-1-yl)prop-1-enyl)-1H-spiro[[1,8]naphthyridine-3,4'-piperidin]-2(4H)-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: bromine / acetic acid / 20 °C

2.1: hydrogen bromide / water / Reflux

3.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C / Inert atmosphere

3.2: -78 - 20 °C

4.1: sodium hydride / tetrahydrofuran / 1 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine / palladium diacetate / N,N-dimethyl-formamide; acetonitrile / 100 °C / Sealed; Inert atmosphere

6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

7.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 20 - 70 °C

7.2: 20 °C

8.1: water; sodium hydroxide / ethanol; dichloromethane / 20 - 45 °C

8.2: pH 1

9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

10.1: methanol / 20 °C

With water; hydrogen bromide; bromine; sodium tris(acetoxy)borohydride; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; trifluoroacetic acid; sodium hydroxide; lithium diisopropyl amide; palladium diacetate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 1'-methyl-6-((E)-3-oxo-3-(3-((Z)-1-(benzyloxyimino)ethyl)azetidin-1-yl)prop-1-enyl)-1H-spiro[[1,8]naphthyridine-3,4'-piperidin]-2(4H)-one

: 1309206-51-6
1'-methyl-6-((E)-3-oxo-3-(3-((E)-1-(benzyloxyimino)ethyl)azetidin-1-yl)prop-1-enyl)-1H-spiro[[1,8]naphthyridine-3,4'-piperidin]-2(4H)-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux

1.2: 0 °C

2.1: bromine / acetic acid / 20 °C

3.1: hydrogen bromide / water / Reflux

4.1: lithium diisopropyl amide / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine / palladium diacetate / N,N-dimethyl-formamide; acetonitrile / 100 °C / Sealed; Inert atmosphere

6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

7.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 20 - 70 °C

7.2: 20 °C

8.1: water; sodium hydroxide / ethanol; dichloromethane / 20 - 45 °C

8.2: pH 1

9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

10.1: methanol / 20 °C

With lithium aluminium tetrahydride; water; hydrogen bromide; bromine; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; trifluoroacetic acid; sodium hydroxide; lithium diisopropyl amide; palladium diacetate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;