12,14-dichloro-13-isopropyl-8,11a-dimethyl-6-oxo-5-[5-(3-iodophenyl)pent-4-ynyl]-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[b,d]azepine-8-carboxylic acid methyl ester

Base Information

Chemical Name:12,14-dichloro-13-isopropyl-8,11a-dimethyl-6-oxo-5-[5-(3-iodophenyl)pent-4-ynyl]-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[b,d]azepine-8-carboxylic acid methyl ester
CAS No.:915151-01-8
Molecular Formula:C₃₂H₃₆Cl₂INO₃
Molecular Weight:680.453
Hs Code.:

12,14-dichloro-13-isopropyl-8,11a-dimethyl-6-oxo-5-[5-(3-iodophenyl)pent-4-ynyl]-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[b,d]azepine-8-carboxylic acid methyl ester

Synonyms:12,14-dichloro-13-isopropyl-8,11a-dimethyl-6-oxo-5-[5-(3-iodophenyl)pent-4-ynyl]-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[b,d]azepine-8-carboxylic acid methyl ester

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Chemical Property of 12,14-dichloro-13-isopropyl-8,11a-dimethyl-6-oxo-5-[5-(3-iodophenyl)pent-4-ynyl]-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[b,d]azepine-8-carboxylic acid methyl ester

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Technology Process of 12,14-dichloro-13-isopropyl-8,11a-dimethyl-6-oxo-5-[5-(3-iodophenyl)pent-4-ynyl]-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[b,d]azepine-8-carboxylic acid methyl ester

There total 8 articles about 12,14-dichloro-13-isopropyl-8,11a-dimethyl-6-oxo-5-[5-(3-iodophenyl)pent-4-ynyl]-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[b,d]azepine-8-carboxylic 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: 47.0%

: 915151-08-5
12,14-dichloro-13-isopropyl-8,11a-dimethyl-6-oxo-5-(pent-4-ynyl)-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[b,d]azepine-8-carboxylic acid methyl ester

: 626-00-6
1,3-Diiodobenzene

: 915151-01-8
12,14-dichloro-13-isopropyl-8,11a-dimethyl-6-oxo-5-[5-(3-iodophenyl)pent-4-ynyl]-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[b,d]azepine-8-carboxylic acid methyl ester

: 915151-12-1
1,3-bis[[5-(12,14-dichloro-13-isopropyl-8,11a-dimethyl-8-methoxycarbonyl-6-oxo-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[b,d]azepin-5-yl)]pent-1-ynyl]benzene

Guidance literature:: With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; at 20 ℃; for 49h;
DOI:10.1016/j.bmc.2006.07.042

Reference yield:

: 915150-86-6
13-isopropyl-12,14-dichloro-7-oxopodocarpe-8,11,13-triene-15-carboxylic acid methyl ester

: 915151-01-8
12,14-dichloro-13-isopropyl-8,11a-dimethyl-6-oxo-5-[5-(3-iodophenyl)pent-4-ynyl]-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[b,d]azepine-8-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 207 mg / pyridine; NH₂OH*HCl / ethanol / 3.5 h / 100 °C

2: 99 percent / pyridine / 17 h / 20 °C

3: 81 percent / trifluoroacetic acid / 1 h / 20 °C

4: 74 percent / NaH / dimethylformamide / 17 h / 20 °C

5: 36 percent / CuI; triethylamine / Pd(PPh₃)2Cl₂ / 49 h / 20 °C

With pyridine; copper(l) iodide; hydroxylamine hydrochloride; sodium hydride; triethylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; In ethanol; N,N-dimethyl-formamide; 3: Beckmann rearrangement / 5: Sonogashira coupling;
DOI:10.1016/j.bmc.2006.07.042

Reference yield:

: 915150-91-3
12,14-dichloro-13-isopropyl-8,11a-dimethyl-6-oxo-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[b,d]azepine-8-carboxylic acid methyl ester

: 915151-01-8
12,14-dichloro-13-isopropyl-8,11a-dimethyl-6-oxo-5-[5-(3-iodophenyl)pent-4-ynyl]-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[b,d]azepine-8-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / NaH / dimethylformamide / 17 h / 20 °C

2: 36 percent / CuI; triethylamine / Pd(PPh₃)2Cl₂ / 49 h / 20 °C

With copper(l) iodide; sodium hydride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; 2: Sonogashira coupling;
DOI:10.1016/j.bmc.2006.07.042