3-[1-methoxycarbonyloxy-2-(4-methoxy-naphthalen-1-yl)-ethyl]-3-methyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester

Base Information

Chemical Name:3-[1-methoxycarbonyloxy-2-(4-methoxy-naphthalen-1-yl)-ethyl]-3-methyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester
CAS No.:228553-05-7
Molecular Formula:C₂₄H₂₆O₇
Molecular Weight:426.466
Hs Code.:

Synonyms:3-[1-methoxycarbonyloxy-2-(4-methoxy-naphthalen-1-yl)-ethyl]-3-methyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester

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Chemical Property of 3-[1-methoxycarbonyloxy-2-(4-methoxy-naphthalen-1-yl)-ethyl]-3-methyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester

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Technology Process of 3-[1-methoxycarbonyloxy-2-(4-methoxy-naphthalen-1-yl)-ethyl]-3-methyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester

There total 5 articles about 3-[1-methoxycarbonyloxy-2-(4-methoxy-naphthalen-1-yl)-ethyl]-3-methyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester 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: 75.0%

: 228553-03-5
5-[1-methoxycarbonyloxy-2-(4-methoxy-naphthalen-1-yl)-ethyl]-5-methyl-2-oxo-cyclohexanecarboxylic acid methyl ester

: 228553-05-7
3-[1-methoxycarbonyloxy-2-(4-methoxy-naphthalen-1-yl)-ethyl]-3-methyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene; for 0.5h; Ambient temperature;
DOI:10.1016/S0040-4039(99)00658-9

Reference yield:

: 15971-29-6
4-methoxy-1-naphthaldehyde

: 228553-05-7
3-[1-methoxycarbonyloxy-2-(4-methoxy-naphthalen-1-yl)-ethyl]-3-methyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 63 percent / 2.) 10 percent hydrochloric acid / tetrahydrofuran / Ambient temperature; 1.) 16 h; 2.) 2 d

2: 88 percent / lithium diisopropylamide / tetrahydrofuran / 0.5 h / -78 °C

3: 82 percent / 1.) lithium aluminum hydride; 2.) aq. HCl / tetrahydrofuran / 0.17 h / 0 °C

4: 100 percent / hydrogen / (Ph₃P)3RhCl / benzene / 6 h / 1520 Torr / Ambient temperature

5: 75 percent / sodium hydride / 0.5 h / Heating

6: 75 percent / 2,3-dichloro-5,6-dicyano-1,4-quinone / benzene / 0.5 h / Ambient temperature

With hydrogenchloride; lithium aluminium tetrahydride; hydrogen; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; Wilkinson's catalyst; In tetrahydrofuran; benzene;
DOI:10.1016/S0040-4039(99)00658-9

Reference yield:

: 228552-89-4
(4-methoxy-naphthalen-1-yl)acetaldehyde

: 228553-05-7
3-[1-methoxycarbonyloxy-2-(4-methoxy-naphthalen-1-yl)-ethyl]-3-methyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / lithium diisopropylamide / tetrahydrofuran / 0.5 h / -78 °C

2: 82 percent / 1.) lithium aluminum hydride; 2.) aq. HCl / tetrahydrofuran / 0.17 h / 0 °C

3: 100 percent / hydrogen / (Ph₃P)3RhCl / benzene / 6 h / 1520 Torr / Ambient temperature

4: 75 percent / sodium hydride / 0.5 h / Heating

5: 75 percent / 2,3-dichloro-5,6-dicyano-1,4-quinone / benzene / 0.5 h / Ambient temperature

With hydrogenchloride; lithium aluminium tetrahydride; hydrogen; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; Wilkinson's catalyst; In tetrahydrofuran; benzene;
DOI:10.1016/S0040-4039(99)00658-9