(1S,4E,5R,6R)-2-[2,2-bis(ethylthio)ethyl]-2,3,4,5,6,7-hexahydro-4-[2-[(4-methoxyphenyl)methoxy]ethylidene]-6-[[[2-(trimethylsilyl)ethoxy]methoxy]methyl]-1,5-methano-1H-azocino[4,3-b]indole

Base Information

Chemical Name:(1S,4E,5R,6R)-2-[2,2-bis(ethylthio)ethyl]-2,3,4,5,6,7-hexahydro-4-[2-[(4-methoxyphenyl)methoxy]ethylidene]-6-[[[2-(trimethylsilyl)ethoxy]methoxy]methyl]-1,5-methano-1H-azocino[4,3-b]indole
CAS No.:482351-06-4
Molecular Formula:C₃₇H₅₄N₂O₄S₂Si
Molecular Weight:683.064
Hs Code.:

(1S,4E,5R,6R)-2-[2,2-bis(ethylthio)ethyl]-2,3,4,5,6,7-hexahydro-4-[2-[(4-methoxyphenyl)methoxy]ethylidene]-6-[[[2-(trimethylsilyl)ethoxy]methoxy]methyl]-1,5-methano-1H-azocino[4,3-b]indole

Synonyms:(1S,4E,5R,6R)-2-[2,2-bis(ethylthio)ethyl]-2,3,4,5,6,7-hexahydro-4-[2-[(4-methoxyphenyl)methoxy]ethylidene]-6-[[[2-(trimethylsilyl)ethoxy]methoxy]methyl]-1,5-methano-1H-azocino[4,3-b]indole

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Chemical Property of (1S,4E,5R,6R)-2-[2,2-bis(ethylthio)ethyl]-2,3,4,5,6,7-hexahydro-4-[2-[(4-methoxyphenyl)methoxy]ethylidene]-6-[[[2-(trimethylsilyl)ethoxy]methoxy]methyl]-1,5-methano-1H-azocino[4,3-b]indole

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Technology Process of (1S,4E,5R,6R)-2-[2,2-bis(ethylthio)ethyl]-2,3,4,5,6,7-hexahydro-4-[2-[(4-methoxyphenyl)methoxy]ethylidene]-6-[[[2-(trimethylsilyl)ethoxy]methoxy]methyl]-1,5-methano-1H-azocino[4,3-b]indole

There total 11 articles about (1S,4E,5R,6R)-2-[2,2-bis(ethylthio)ethyl]-2,3,4,5,6,7-hexahydro-4-[2-[(4-methoxyphenyl)methoxy]ethylidene]-6-[[[2-(trimethylsilyl)ethoxy]methoxy]methyl]-1,5-methano-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:

: 1027259-59-1
(5R,6R)-5-[(E)-1-[(2,2-Bis-ethylsulfanyl-ethylamino)-methyl]-3-(4-methoxy-benzyloxy)-propenyl]-2-(2-nitro-phenyl)-6-(2-trimethylsilanyl-ethoxymethoxymethyl)-cyclohex-2-enone

: 482351-06-4
(1S,4E,5R,6R)-2-[2,2-bis(ethylthio)ethyl]-2,3,4,5,6,7-hexahydro-4-[2-[(4-methoxyphenyl)methoxy]ethylidene]-6-[[[2-(trimethylsilyl)ethoxy]methoxy]methyl]-1,5-methano-1H-azocino[4,3-b]indole

Guidance literature:: With ammonium chloride; zinc; In methanol; water; at 20 ℃; for 2h;
DOI:10.1021/ja028457r

Reference yield:

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 482351-06-4
(1S,4E,5R,6R)-2-[2,2-bis(ethylthio)ethyl]-2,3,4,5,6,7-hexahydro-4-[2-[(4-methoxyphenyl)methoxy]ethylidene]-6-[[[2-(trimethylsilyl)ethoxy]methoxy]methyl]-1,5-methano-1H-azocino[4,3-b]indole

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 24 h / 20 °C

2: 100 percent / 3HF*Et₃N / tetrahydrofuran / 50 h / 20 °C

3: N,N-diisoropylethylamine / CH₂Cl₂ / 0.5 h / -78 °C

4: N,N-diisoropylethylamine / CH₂Cl₂ / 1 h / -78 °C

5: 10.0 mg / Zn; aq. NH₄Cl / methanol / 2 h / 20 °C

With ammonium chloride; triethylamine tris(hydrogen fluoride); N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2004.06.141

Reference yield:

: 76074-18-5
trimethyl-(2-nitro-phenyl)-stannane

: 482351-06-4
(1S,4E,5R,6R)-2-[2,2-bis(ethylthio)ethyl]-2,3,4,5,6,7-hexahydro-4-[2-[(4-methoxyphenyl)methoxy]ethylidene]-6-[[[2-(trimethylsilyl)ethoxy]methoxy]methyl]-1,5-methano-1H-azocino[4,3-b]indole

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / Pd₂(dba)3*CHCl₃; Ph₃As; CuI / dimethylformamide / 48 h / 20 °C

2: 100 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 24 h / 20 °C

3: 100 percent / 3HF*Et₃N / tetrahydrofuran / 50 h / 20 °C

4: N,N-diisoropylethylamine / CH₂Cl₂ / 0.5 h / -78 °C

5: N,N-diisoropylethylamine / CH₂Cl₂ / 1 h / -78 °C

6: 10.0 mg / Zn; aq. NH₄Cl / methanol / 2 h / 20 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; copper(l) iodide; triphenyl-arsane; ammonium chloride; triethylamine tris(hydrogen fluoride); N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1: Stille coupling;
DOI:10.1016/j.tet.2004.06.141