ethyl [1-(tert-butoxycarbonyl)-3-(methylene)piperidin-4-yl]ethanoate

Base Information

Chemical Name:ethyl [1-(tert-butoxycarbonyl)-3-(methylene)piperidin-4-yl]ethanoate
CAS No.:249926-29-2
Molecular Formula:C₁₅H₂₅NO₄
Molecular Weight:283.368
Hs Code.:

Synonyms:ethyl [1-(tert-butoxycarbonyl)-3-(methylene)piperidin-4-yl]ethanoate

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Chemical Property of ethyl [1-(tert-butoxycarbonyl)-3-(methylene)piperidin-4-yl]ethanoate

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Technology Process of ethyl [1-(tert-butoxycarbonyl)-3-(methylene)piperidin-4-yl]ethanoate

There total 1 articles about ethyl [1-(tert-butoxycarbonyl)-3-(methylene)piperidin-4-yl]ethanoate 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:

: 51-28-5
2,4-Dinitrophenol

: 122-51-0
orthoformic acid triethyl ester

: 126114-07-6
tert-butyl 5-(hydroxymethyl)-3,6-dihydro-1(2H)-pyridinecarboxylate

: 64-17-5
ethanol

: 249926-29-2
ethyl [1-(tert-butoxycarbonyl)-3-(methylene)piperidin-4-yl]ethanoate

Guidance literature:: In xylene; at 140 ℃; for 7h;

Reference yield:

: 249926-29-2
ethyl [1-(tert-butoxycarbonyl)-3-(methylene)piperidin-4-yl]ethanoate

: 2-tert-butyl 9-ethyl 7,7-dimethoxy-5-{[(4-methoxyphenyl)methoxy]methyl}dodecahydropyrrolo[2,3-j]isoquinoline-2,9-dicarboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 3.5 h / -78 - 0 °C

1.2: 16 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.67 h / -5 °C

4.1: camphor-10-sulfonic acid / dichloromethane / 24 h / 20 °C

5.1: hydrogenchloride / water; isopropyl alcohol / 7 h / 60 °C

6.1: iodine; 1H-imidazole; triphenylphosphine / 0.08 h

7.1: n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran; hexane / 0.17 h / -78 °C

7.2: 24 h / -40 - 20 °C

8.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.67 h / -5 °C

9.1: silver nitrate; 2,4,6-trimethyl-pyridine; N-chloro-succinimide / tetrahydrofuran / 1 h / 0 °C

10.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.17 h / -60 °C

10.2: 1 h / 20 °C

11.1: N-ethyl-N,N-diisopropylamine / toluene / 72 h / 110 °C / Dean-Stark

With 1H-imidazole; 2,4,6-trimethyl-pyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; N-chloro-succinimide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; camphor-10-sulfonic acid; iodine; silver nitrate; dimethyl sulfoxide; diisopropylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; water; isopropyl alcohol; toluene;
DOI:10.1039/c4ob02582b

Reference yield:

: 249926-29-2
ethyl [1-(tert-butoxycarbonyl)-3-(methylene)piperidin-4-yl]ethanoate

: tert-butyl 4-{1-iodo-3-[(4-methoxyphenyl)methoxy]propan-2-yl}-3-methylidenepiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 3.5 h / -78 - 0 °C

1.2: 16 h / 20 °C

2.1: camphor-10-sulfonic acid / dichloromethane / 18 h / 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.67 h / -5 °C

4.1: iodine; 1H-imidazole; triphenylphosphine / 0.08 h

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; camphor-10-sulfonic acid; iodine; diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1039/c4ob02582b