1(2H)-Pyridinecarboxylic acid, 3-[[1-[3,12-dioxo-12-(pentafluorophenoxy)-1-dodecen-7-ynyl]octahydro- 3-oxo-2-azocinyl]methyl]-5,6-dihydro-, 1,1-dimethylethyl ester, (E)-

Base Information

Chemical Name:1(2H)-Pyridinecarboxylic acid, 3-[[1-[3,12-dioxo-12-(pentafluorophenoxy)-1-dodecen-7-ynyl]octahydro- 3-oxo-2-azocinyl]methyl]-5,6-dihydro-, 1,1-dimethylethyl ester, (E)-
CAS No.:194492-10-9
Molecular Formula:C36H43F5N2O6
Molecular Weight:694.739
Hs Code.:

1(2H)-Pyridinecarboxylic acid,
3-[[1-[3,12-dioxo-12-(pentafluorophenoxy)-1-dodecen-7-ynyl]octahydro-
3-oxo-2-azocinyl]methyl]-5,6-dihydro-, 1,1-dimethylethyl ester, (E)-

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Chemical Property of 1(2H)-Pyridinecarboxylic acid, 3-[[1-[3,12-dioxo-12-(pentafluorophenoxy)-1-dodecen-7-ynyl]octahydro- 3-oxo-2-azocinyl]methyl]-5,6-dihydro-, 1,1-dimethylethyl ester, (E)-

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Technology Process of 1(2H)-Pyridinecarboxylic acid, 3-[[1-[3,12-dioxo-12-(pentafluorophenoxy)-1-dodecen-7-ynyl]octahydro- 3-oxo-2-azocinyl]methyl]-5,6-dihydro-, 1,1-dimethylethyl ester, (E)-

There total 14 articles about 1(2H)-Pyridinecarboxylic acid, 3-[[1-[3,12-dioxo-12-(pentafluorophenoxy)-1-dodecen-7-ynyl]octahydro- 3-oxo-2-azocinyl]methyl]-5,6-dihydro-, 1,1-dimethylethyl ester, (E)- 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: 92.0%

: 771-61-9
2,3,4,5,6-pentafluorophenol

: 194492-09-6
5-[1-((E)-11-Carboxy-3-oxo-undec-1-en-7-ynyl)-3-oxo-azocan-2-ylmethyl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

: 194492-10-9
5-[3-Oxo-1-((E)-3-oxo-11-pentafluorophenyloxycarbonyl-undec-1-en-7-ynyl)-azocan-2-ylmethyl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

Guidance literature:: With dicyclohexyl-carbodiimide; In dichloromethane; for 2h;
DOI:10.1002/ijch.199700008

Reference yield:

: 93350-12-0
Azocane-2,3-dione

: 194492-10-9
5-[3-Oxo-1-((E)-3-oxo-11-pentafluorophenyloxycarbonyl-undec-1-en-7-ynyl)-azocan-2-ylmethyl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 68 percent / LAH / tetrahydrofuran / 15 h / Heating

2: 72 percent / K₂CO₃ / acetonitrile / Heating

3: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, from -78 deg C to RT

4: 1.) lithium bis(trimethylsilylamide), 2.) hexamethylphosphoramide / 1.) THF, 0 deg C, 1 h, 2.) THF, -15 deg C, 3 days

5: 58 percent / H₂, conc. HCl / Pd black / methanol / 0.5 h

6: 76 percent / 48percent aq. HBr / ethanol / 1 h / Heating

7: TBAF / acetonitrile / 2 h / 60 °C

8: DMAP / methanol

9: 76 percent / aq. LiOH / methanol / 48 h

10: 92 percent / DCC / CH₂Cl₂ / 2 h

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen bromide; hydrogen; potassium carbonate; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; palladium; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1002/ijch.199700008

Reference yield:

: 153277-12-4
1-Benzyl-azocan-3-one

: 194492-10-9
5-[3-Oxo-1-((E)-3-oxo-11-pentafluorophenyloxycarbonyl-undec-1-en-7-ynyl)-azocan-2-ylmethyl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) lithium bis(trimethylsilylamide), 2.) hexamethylphosphoramide / 1.) THF, 0 deg C, 1 h, 2.) THF, -15 deg C, 3 days

2: 58 percent / H₂, conc. HCl / Pd black / methanol / 0.5 h

3: 76 percent / 48percent aq. HBr / ethanol / 1 h / Heating

4: TBAF / acetonitrile / 2 h / 60 °C

5: DMAP / methanol

6: 76 percent / aq. LiOH / methanol / 48 h

7: 92 percent / DCC / CH₂Cl₂ / 2 h

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium hydroxide; tetrabutyl ammonium fluoride; hydrogen bromide; hydrogen; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; palladium; In methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1002/ijch.199700008