[5-Hydroxy-8-methoxy-4-[(E)-methoxyimino]-1-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl]-propynoic acid ethyl ester

Base Information

Chemical Name:[5-Hydroxy-8-methoxy-4-[(E)-methoxyimino]-1-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl]-propynoic acid ethyl ester
CAS No.:200010-61-3
Molecular Formula:C₂₄H₂₆N₂O₇S
Molecular Weight:486.546
Hs Code.:

Synonyms:[5-Hydroxy-8-methoxy-4-[(E)-methoxyimino]-1-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl]-propynoic acid ethyl ester

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Chemical Property of [5-Hydroxy-8-methoxy-4-[(E)-methoxyimino]-1-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl]-propynoic acid ethyl ester

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Technology Process of [5-Hydroxy-8-methoxy-4-[(E)-methoxyimino]-1-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl]-propynoic acid ethyl ester

There total 15 articles about [5-Hydroxy-8-methoxy-4-[(E)-methoxyimino]-1-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl]-propynoic acid ethyl 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: 91.0%

: 200010-60-2
8-Methoxy-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-benzo[b]azepine-4,5-dione 4-(O-methyl-oxime)

: 623-47-2
propynoic acid ethyl ester

: 200010-61-3
[5-Hydroxy-8-methoxy-4-[(E)-methoxyimino]-1-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl]-propynoic acid ethyl ester

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; 1.) -78 deg C, 30 min, 2.) -78 deg C, 1 h;

Reference yield:

: 17422-43-4
8-methoxy-2,3,4,5-tetrahydro-1H-benzo[b]azepine

: 200010-61-3
[5-Hydroxy-8-methoxy-4-[(E)-methoxyimino]-1-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl]-propynoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / pyridine / 3 h / Ambient temperature

2: 74 percent / CrO₃, aq. AcOH / Ambient temperature

3: 91 percent / isoamyl nitrite, HCl / diethyl ether / 1 h / Ambient temperature

4: 73 percent / NaH / tetrahydrofuran / 1.) r.t., 1 h, 2.) r.t., overnight

5: 91 percent / n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 30 min, 2.) -78 deg C, 1 h

With pyridine; chromium(VI) oxide; hydrogenchloride; n-butyllithium; sodium hydride; acetic acid; isopentyl nitrite; In tetrahydrofuran; diethyl ether; hexane;

Reference yield:

: 52351-75-4
6-methoxyisatin

: 200010-61-3
[5-Hydroxy-8-methoxy-4-[(E)-methoxyimino]-1-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl]-propynoic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 78 percent / aq. NaOH, 30percent H₂O₂ / 24 h / Ambient temperature

2: 5 percent / BF₃*MeOH / 18 h / Heating

3: 94 percent / pyridine / Ambient temperature

4: 74 percent / NaH / dimethylformamide / 1.) r.t., 2 h, 2.) 80 deg C, 26 h

5: 70 percent / conc. aq. HCl / acetic acid; ethanol / 24 h / Heating

6: 91 percent / isoamyl nitrite, HCl / diethyl ether / 1 h / Ambient temperature

7: 73 percent / NaH / tetrahydrofuran / 1.) r.t., 1 h, 2.) r.t., overnight

8: 91 percent / n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 30 min, 2.) -78 deg C, 1 h

With pyridine; hydrogenchloride; sodium hydroxide; n-butyllithium; dihydrogen peroxide; boron trifluoride methanol complex; sodium hydride; isopentyl nitrite; In tetrahydrofuran; diethyl ether; ethanol; hexane; acetic acid; N,N-dimethyl-formamide;