3-[7-(1-Hydroxy-nonyl)-naphthalen-2-ylmethylsulfanyl]-benzoic acid methyl ester

Base Information

Chemical Name:3-[7-(1-Hydroxy-nonyl)-naphthalen-2-ylmethylsulfanyl]-benzoic acid methyl ester
CAS No.:145970-18-9
Molecular Formula:C₂₈H₃₄O₃S
Molecular Weight:450.642
Hs Code.:

Synonyms:3-[7-(1-Hydroxy-nonyl)-naphthalen-2-ylmethylsulfanyl]-benzoic acid methyl ester

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Chemical Property of 3-[7-(1-Hydroxy-nonyl)-naphthalen-2-ylmethylsulfanyl]-benzoic acid methyl ester

Chemical Property:

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Technology Process of 3-[7-(1-Hydroxy-nonyl)-naphthalen-2-ylmethylsulfanyl]-benzoic acid methyl ester

There total 14 articles about 3-[7-(1-Hydroxy-nonyl)-naphthalen-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:

: 145970-44-1
3-{7-[1-(tert-Butyl-dimethyl-silanyloxy)-nonyl]-naphthalen-2-ylmethylsulfanyl}-benzoic acid methyl ester

: 145970-18-9
3-[7-(1-Hydroxy-nonyl)-naphthalen-2-ylmethylsulfanyl]-benzoic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 48h; Ambient temperature;
DOI:10.1021/jm00074a012

Reference yield:

: 582-17-2
2,7-Dihydroxynaphthalene

: 145970-18-9
3-[7-(1-Hydroxy-nonyl)-naphthalen-2-ylmethylsulfanyl]-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 48 percent / imidazole / dimethylformamide / 2 h / 0 °C

2: 95 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

3: 73 percent / Et₃N, Pd(OAc)2, 1,3-bis(diphenylphosphino)propane / dimethylsulfoxide / 1 h / 75 °C

4: 95 percent / DIBAL / CH₂Cl₂ / 0.25 h / -78 °C

5: 84 percent / MnO₂ / CH₂Cl₂ / 18 h / Ambient temperature

6: 84 percent / tetrahydrofuran / 0.17 h / -25 °C

7: 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

8: 96 percent / K₂CO₃, methanol / tetrahydrofuran / 1 h

9: 90 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

10: 98 percent / Et₃N, Pd(OAc)2, 1,3-bis(diphenylphosphino)propane / dimethylsulfoxide / 1 h / 75 °C

11: 100 percent / DIBAL / CH₂Cl₂ / 0.33 h / -78 °C

12: 91 percent / CBr₄, Ph₃P / CH₂Cl₂ / 1 h

13: 95 percent / K₂CO₃ / dimethylformamide / 0.5 h

14: TBAF / tetrahydrofuran / 48 h / Ambient temperature

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; methanol; manganese(IV) oxide; palladium diacetate; carbon tetrabromide; 1,3-bis-(diphenylphosphino)propane; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm00074a012

Reference yield:

: 145970-32-7
7‐((tert‐butyldimethylsilyl)oxy)naphthalen‐2‐ol

: 145970-18-9
3-[7-(1-Hydroxy-nonyl)-naphthalen-2-ylmethylsulfanyl]-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 95 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

2: 73 percent / Et₃N, Pd(OAc)2, 1,3-bis(diphenylphosphino)propane / dimethylsulfoxide / 1 h / 75 °C

3: 95 percent / DIBAL / CH₂Cl₂ / 0.25 h / -78 °C

4: 84 percent / MnO₂ / CH₂Cl₂ / 18 h / Ambient temperature

5: 84 percent / tetrahydrofuran / 0.17 h / -25 °C

6: 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

7: 96 percent / K₂CO₃, methanol / tetrahydrofuran / 1 h

8: 90 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

9: 98 percent / Et₃N, Pd(OAc)2, 1,3-bis(diphenylphosphino)propane / dimethylsulfoxide / 1 h / 75 °C

10: 100 percent / DIBAL / CH₂Cl₂ / 0.33 h / -78 °C

11: 91 percent / CBr₄, Ph₃P / CH₂Cl₂ / 1 h

12: 95 percent / K₂CO₃ / dimethylformamide / 0.5 h

13: TBAF / tetrahydrofuran / 48 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; methanol; manganese(IV) oxide; palladium diacetate; carbon tetrabromide; 1,3-bis-(diphenylphosphino)propane; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm00074a012