3-{7-[1-(tert-Butyl-dimethyl-silanyloxy)-nonyl]-quinolin-2-ylmethylsulfanyl}-benzoic acid methyl ester

Base Information

Chemical Name:3-{7-[1-(tert-Butyl-dimethyl-silanyloxy)-nonyl]-quinolin-2-ylmethylsulfanyl}-benzoic acid methyl ester
CAS No.:145300-70-5
Molecular Formula:C₃₃H₄₇NO₃SSi
Molecular Weight:565.893
Hs Code.:

Synonyms:3-{7-[1-(tert-Butyl-dimethyl-silanyloxy)-nonyl]-quinolin-2-ylmethylsulfanyl}-benzoic acid methyl ester

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Chemical Property of 3-{7-[1-(tert-Butyl-dimethyl-silanyloxy)-nonyl]-quinolin-2-ylmethylsulfanyl}-benzoic acid methyl ester

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Technology Process of 3-{7-[1-(tert-Butyl-dimethyl-silanyloxy)-nonyl]-quinolin-2-ylmethylsulfanyl}-benzoic acid methyl ester

There total 11 articles about 3-{7-[1-(tert-Butyl-dimethyl-silanyloxy)-nonyl]-quinolin-2-ylmethylsulfanyl}-benzoic 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: 95.0%

: 72886-42-1
methyl 3-sulfanylbenzoate

: 145300-62-5
2-(bromomethyl)-7-<1-<oxy>nonyl>quinoline

: 145300-70-5
3-{7-[1-(tert-Butyl-dimethyl-silanyloxy)-nonyl]-quinolin-2-ylmethylsulfanyl}-benzoic acid methyl ester

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; for 0.5h;
DOI:10.1021/jm00074a012

Reference yield:

: 612-60-2
7-methylquinoline

: 145300-70-5
3-{7-[1-(tert-Butyl-dimethyl-silanyloxy)-nonyl]-quinolin-2-ylmethylsulfanyl}-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 46 percent / SeO₂ / 12 h / 150 - 155 °C

2: 1.) Mg / 1.) THF, reflux, 2.) THF, from -15 deg C to RT

3: 100 percent / 2,6-lutidine / CH₂Cl₂ / -10 - 20 °C

4: 87 percent / 80percent MCPBA / CH₂Cl₂ / 12 h / 0 °C

5: 99 percent / Et₃N, TFAA / tetrahydrofuran / 0.5 h / 0 °C

6: 66 percent / pyridine / 13 h / -20 - 20 °C

7: 82 percent / Et₃N, Pd(OAc)2, dppp / dimethylsulfoxide / 3 h / 65 °C

8: 85 percent / DIBAL / CH₂Cl₂ / 1 h

9: 99 percent / NaBH₄ / methanol / 0.25 h

10: 37 percent / CBr₄, Ph₃P / CH₂Cl₂ / 2 h / 0 °C

11: 95 percent / K₂CO₃ / dimethylformamide / 0.5 h

With pyridine; 2,6-dimethylpyridine; palladium diacetate; sodium tetrahydroborate; selenium(IV) oxide; carbon tetrabromide; 1,3-bis-(diphenylphosphino)propane; diisobutylaluminium hydride; potassium carbonate; magnesium; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; trifluoroacetic anhydride; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm00074a012

Reference yield:

: 49573-30-0
quinoline-7-carbaldehyde

: 145300-70-5
3-{7-[1-(tert-Butyl-dimethyl-silanyloxy)-nonyl]-quinolin-2-ylmethylsulfanyl}-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) Mg / 1.) THF, reflux, 2.) THF, from -15 deg C to RT

2: 100 percent / 2,6-lutidine / CH₂Cl₂ / -10 - 20 °C

3: 87 percent / 80percent MCPBA / CH₂Cl₂ / 12 h / 0 °C

4: 99 percent / Et₃N, TFAA / tetrahydrofuran / 0.5 h / 0 °C

5: 66 percent / pyridine / 13 h / -20 - 20 °C

6: 82 percent / Et₃N, Pd(OAc)2, dppp / dimethylsulfoxide / 3 h / 65 °C

7: 85 percent / DIBAL / CH₂Cl₂ / 1 h

8: 99 percent / NaBH₄ / methanol / 0.25 h

9: 37 percent / CBr₄, Ph₃P / CH₂Cl₂ / 2 h / 0 °C

10: 95 percent / K₂CO₃ / dimethylformamide / 0.5 h

With pyridine; 2,6-dimethylpyridine; palladium diacetate; sodium tetrahydroborate; carbon tetrabromide; 1,3-bis-(diphenylphosphino)propane; diisobutylaluminium hydride; potassium carbonate; magnesium; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; trifluoroacetic anhydride; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm00074a012