2-<2'-(phenylthio)ethyl>-2,5,6,7-tetrahydro-1,5-methano-3-chloro-4-formyl-7-<(p-methoxyphenyl)sulfonyl>-1H-azocino<4,3-b>indole

Base Information

Chemical Name:2-<2'-(phenylthio)ethyl>-2,5,6,7-tetrahydro-1,5-methano-3-chloro-4-formyl-7-<(p-methoxyphenyl)sulfonyl>-1H-azocino<4,3-b>indole
CAS No.:137333-59-6
Molecular Formula:C₃₀H₂₇ClN₂O₄S₂
Molecular Weight:579.14
Hs Code.:

Synonyms:2-<2'-(phenylthio)ethyl>-2,5,6,7-tetrahydro-1,5-methano-3-chloro-4-formyl-7-<(p-methoxyphenyl)sulfonyl>-1H-azocino<4,3-b>indole

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Chemical Property of 2-<2'-(phenylthio)ethyl>-2,5,6,7-tetrahydro-1,5-methano-3-chloro-4-formyl-7-<(p-methoxyphenyl)sulfonyl>-1H-azocino<4,3-b>indole

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Technology Process of 2-<2'-(phenylthio)ethyl>-2,5,6,7-tetrahydro-1,5-methano-3-chloro-4-formyl-7-<(p-methoxyphenyl)sulfonyl>-1H-azocino<4,3-b>indole

There total 11 articles about 2-<2'-(phenylthio)ethyl>-2,5,6,7-tetrahydro-1,5-methano-3-chloro-4-formyl-7-<(p-methoxyphenyl)sulfonyl>-1H-azocino<4,3-b>indole 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: 90.8%

: 137333-47-2
2-<2'-(phenylthio)ethyl>-2,3,4,5,6,7-hexahydro-1,5-methano-3-oxo-7-<(p-methoxyphenyl)sulfonyl>-1H-azocino<4,3-b>indole

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 137333-59-6
2-<2'-(phenylthio)ethyl>-2,5,6,7-tetrahydro-1,5-methano-3-chloro-4-formyl-7-<(p-methoxyphenyl)sulfonyl>-1H-azocino<4,3-b>indole

Guidance literature:: With trichlorophosphate; at 25 ℃; for 1.5h;
DOI:10.1021/jo00027a016

Reference yield:

: 2014-75-7
2-(phenylthio)ethanamine

: 137333-59-6
2-<2'-(phenylthio)ethyl>-2,5,6,7-tetrahydro-1,5-methano-3-chloro-4-formyl-7-<(p-methoxyphenyl)sulfonyl>-1H-azocino<4,3-b>indole

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) triethylamine / 1.) methylene dichloride, 0 deg C, 2 h 2.) THF, 25 deg C, 12 h

2: 100 percent / sodium borohydride / methanol / 1 h / 21 °C

3: 96 percent / trifluoroacetic acid / CH₂Cl₂ / 2.5 h / 0 °C

4: 90.8 percent / phosphorus oxychloride / 1.5 h / 25 °C

With sodium tetrahydroborate; triethylamine; trifluoroacetic acid; trichlorophosphate; In methanol; dichloromethane;
DOI:10.1021/jo00027a016

Reference yield:

: 137333-34-7,137333-35-8,39762-51-1
(3-Oxo-cyclohexyl)-acetic Acid

: 137333-59-6
2-<2'-(phenylthio)ethyl>-2,5,6,7-tetrahydro-1,5-methano-3-chloro-4-formyl-7-<(p-methoxyphenyl)sulfonyl>-1H-azocino<4,3-b>indole

Guidance literature:: Multi-step reaction with 9 steps

1: 73 percent / aq. acetic acid / 10 h / Heating

2: 99.6 percent / concd HCl, dimethoxypropane / 2 h / 20 °C

3: 85 percent / dichlorodicyanoquinone / tetrahydrofuran; H₂O / 2 h / 0 °C

4: tetra-N-benzylammonium chloride, 30percent NaOH / CH₂Cl₂ / 1 h

5: aq. lithium hydroxide / tetrahydrofuran / 1 h / 23 °C

6: 1.) triethylamine / 1.) methylene dichloride, 0 deg C, 2 h 2.) THF, 25 deg C, 12 h

7: 100 percent / sodium borohydride / methanol / 1 h / 21 °C

8: 96 percent / trifluoroacetic acid / CH₂Cl₂ / 2.5 h / 0 °C

9: 90.8 percent / phosphorus oxychloride / 1.5 h / 25 °C

With hydrogenchloride; lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; Bn₄NCl; dimethoxypropane; acetic acid; triethylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo00027a016