13-isopropyl-8,11a-dimethyl-6-oxo-5-(5-phenylpent-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:13-isopropyl-8,11a-dimethyl-6-oxo-5-(5-phenylpent-4-ynyl)-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[b,d]azepine-8-carboxylic acid methyl ester
CAS No.:915151-15-4
Molecular Formula:C₃₂H₃₉NO₃
Molecular Weight:485.667
Hs Code.:

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

There total 7 articles about 13-isopropyl-8,11a-dimethyl-6-oxo-5-(5-phenylpent-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:

: 1235-74-1,1757-97-7,2756-34-5,7151-00-0,10178-27-5,10178-29-7,21699-55-8,24035-60-7
Methyl dehydroabietate

: 915151-15-4
13-isopropyl-8,11a-dimethyl-6-oxo-5-(5-phenylpent-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 6 steps

1: 23 percent / CrO₃; acetic acid / 8.5 h / 50 °C

2: 68 percent / pyridine; NH₂OH*HCl / ethanol / 3 h / 100 °C

3: 96 percent / pyridine / 14 h / 20 °C

4: 392 mg / trifluoroacetic acid / 0.67 h / 20 °C

5: 70 percent / NaH / dimethylformamide / 18 h / 20 °C

6: 78 mg / CuI; triethylamine / Pd(PPh₃)2Cl₂ / 21 h / 20 °C

With pyridine; chromium(VI) oxide; copper(l) iodide; hydroxylamine hydrochloride; sodium hydride; acetic acid; triethylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; In ethanol; N,N-dimethyl-formamide; 4: Beckmann rearrangement / 6: Sonogashira coupling;
DOI:10.1016/j.bmc.2006.07.042

Reference yield:

: 1740-19-8
dehydroabietic acid

: 915151-15-4
13-isopropyl-8,11a-dimethyl-6-oxo-5-(5-phenylpent-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 7 steps

1: 83 percent / H₂SO₄ / 19 h / 85 °C

2: 23 percent / CrO₃; acetic acid / 8.5 h / 50 °C

3: 68 percent / pyridine; NH₂OH*HCl / ethanol / 3 h / 100 °C

4: 96 percent / pyridine / 14 h / 20 °C

5: 392 mg / trifluoroacetic acid / 0.67 h / 20 °C

6: 70 percent / NaH / dimethylformamide / 18 h / 20 °C

7: 78 mg / CuI; triethylamine / Pd(PPh₃)2Cl₂ / 21 h / 20 °C

With pyridine; chromium(VI) oxide; copper(l) iodide; sulfuric acid; hydroxylamine hydrochloride; sodium hydride; acetic acid; triethylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; In ethanol; N,N-dimethyl-formamide; 5: Beckmann rearrangement / 7: Sonogashira coupling;
DOI:10.1016/j.bmc.2006.07.042

Reference yield:

: 17751-36-9
methyl 7-oxodehydroabietate

: 915151-15-4
13-isopropyl-8,11a-dimethyl-6-oxo-5-(5-phenylpent-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: 68 percent / pyridine; NH₂OH*HCl / ethanol / 3 h / 100 °C

2: 96 percent / pyridine / 14 h / 20 °C

3: 392 mg / trifluoroacetic acid / 0.67 h / 20 °C

4: 70 percent / NaH / dimethylformamide / 18 h / 20 °C

5: 78 mg / CuI; triethylamine / Pd(PPh₃)2Cl₂ / 21 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