(6R,16α,19E)-19,20-didehydro-6-(ethylthio)-18-[(4-methoxyphenyl)methoxy]-17-[[2-(trimethylsilyl)ethoxy]methoxy]curan

Base Information

Chemical Name:(6R,16α,19E)-19,20-didehydro-6-(ethylthio)-18-[(4-methoxyphenyl)methoxy]-17-[[2-(trimethylsilyl)ethoxy]methoxy]curan
CAS No.:482351-05-3
Molecular Formula:C₃₅H₅₀N₂O₄SSi
Molecular Weight:622.945
Hs Code.:

Synonyms:(6R,16α,19E)-19,20-didehydro-6-(ethylthio)-18-[(4-methoxyphenyl)methoxy]-17-[[2-(trimethylsilyl)ethoxy]methoxy]curan

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Chemical Property of (6R,16α,19E)-19,20-didehydro-6-(ethylthio)-18-[(4-methoxyphenyl)methoxy]-17-[[2-(trimethylsilyl)ethoxy]methoxy]curan

Chemical Property:

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Technology Process of (6R,16α,19E)-19,20-didehydro-6-(ethylthio)-18-[(4-methoxyphenyl)methoxy]-17-[[2-(trimethylsilyl)ethoxy]methoxy]curan

There total 14 articles about (6R,16α,19E)-19,20-didehydro-6-(ethylthio)-18-[(4-methoxyphenyl)methoxy]-17-[[2-(trimethylsilyl)ethoxy]methoxy]curan 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: 68.0%

: 482351-15-5
(6R,16α,19E)-1,2,19,20-tetradehydro-6-(ethylthio)-18-[(4-methoxyphenyl)methoxy]-17-[[2-(trimethylsilyl)ethoxy]methoxy]curan

: 482351-05-3
(6R,16α,19E)-19,20-didehydro-6-(ethylthio)-18-[(4-methoxyphenyl)methoxy]-17-[[2-(trimethylsilyl)ethoxy]methoxy]curan

: 482351-31-5
C₃₅H₅₀N₂O₄SSi

Guidance literature:: With titanium tetrachloride; sodium cyanoborohydride; In tetrahydrofuran; dichloromethane; at -78 ℃; for 1h;
DOI:10.1016/j.tet.2004.06.141

Reference yield:

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

: 482351-05-3
(6R,16α,19E)-19,20-didehydro-6-(ethylthio)-18-[(4-methoxyphenyl)methoxy]-17-[[2-(trimethylsilyl)ethoxy]methoxy]curan

Guidance literature:: Multi-step reaction with 7 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

6: 86 percent / 4 Angstroem molecular sieves; DMTSF / CH₂Cl₂ / 2 h / 20 °C

7: 68 percent / NaBH₃CN; TiCl₄ / CH₂Cl₂; tetrahydrofuran / 1 h / -78 °C

With 4 A molecular sieve; titanium tetrachloride; sodium cyanoborohydride; 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

: 482351-05-3
(6R,16α,19E)-19,20-didehydro-6-(ethylthio)-18-[(4-methoxyphenyl)methoxy]-17-[[2-(trimethylsilyl)ethoxy]methoxy]curan

Guidance literature:: Multi-step reaction with 8 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

7: 86 percent / 4 Angstroem molecular sieves; DMTSF / CH₂Cl₂ / 2 h / 20 °C

8: 68 percent / NaBH₃CN; TiCl₄ / CH₂Cl₂; tetrahydrofuran / 1 h / -78 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; copper(l) iodide; triphenyl-arsane; 4 A molecular sieve; titanium tetrachloride; sodium cyanoborohydride; 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