(S)-N-{1-[7-[(tert-butyldiphenylsilyl)oxy]naphthalen-1-yl]-2-oxopyrrolidin-3-yl}-2-[1-(triphenylmethyl)-1H-imidazol-4-yl]thioacetamide

Base Information

Chemical Name:(S)-N-{1-[7-[(tert-butyldiphenylsilyl)oxy]naphthalen-1-yl]-2-oxopyrrolidin-3-yl}-2-[1-(triphenylmethyl)-1H-imidazol-4-yl]thioacetamide
CAS No.:440105-69-1
Molecular Formula:C₅₄H₅₀N₄O₂SSi
Molecular Weight:847.168
Hs Code.:

Synonyms:(S)-N-{1-[7-[(tert-butyldiphenylsilyl)oxy]naphthalen-1-yl]-2-oxopyrrolidin-3-yl}-2-[1-(triphenylmethyl)-1H-imidazol-4-yl]thioacetamide

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Chemical Property of (S)-N-{1-[7-[(tert-butyldiphenylsilyl)oxy]naphthalen-1-yl]-2-oxopyrrolidin-3-yl}-2-[1-(triphenylmethyl)-1H-imidazol-4-yl]thioacetamide

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Technology Process of (S)-N-{1-[7-[(tert-butyldiphenylsilyl)oxy]naphthalen-1-yl]-2-oxopyrrolidin-3-yl}-2-[1-(triphenylmethyl)-1H-imidazol-4-yl]thioacetamide

There total 9 articles about (S)-N-{1-[7-[(tert-butyldiphenylsilyl)oxy]naphthalen-1-yl]-2-oxopyrrolidin-3-yl}-2-[1-(triphenylmethyl)-1H-imidazol-4-yl]thioacetamide 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: 43.0%

: 440105-68-0
(S)-N-{1-[7-[(tert-butyldiphenylsilyl)oxy]naphthalen-1-yl]-2-oxopyrrolidin-3-yl}-2-[1-(triphenylmethyl)-1H-imidazol-4-yl]acetamide

: 440105-69-1
(S)-N-{1-[7-[(tert-butyldiphenylsilyl)oxy]naphthalen-1-yl]-2-oxopyrrolidin-3-yl}-2-[1-(triphenylmethyl)-1H-imidazol-4-yl]thioacetamide

Guidance literature:: With Lawessons reagent; In tetrahydrofuran; at 45 ℃; for 15h;
DOI:10.1021/jm010531d

Reference yield:

: 301548-32-3
t-butyl (7-hydroxynaphthalen-1-yl)carbamate

: 440105-69-1
(S)-N-{1-[7-[(tert-butyldiphenylsilyl)oxy]naphthalen-1-yl]-2-oxopyrrolidin-3-yl}-2-[1-(triphenylmethyl)-1H-imidazol-4-yl]thioacetamide

Guidance literature:: Multi-step reaction with 10 steps

1: 97 percent / imidazole / dimethylformamide / 0.5 h / 20 °C

2: 95 percent / HCl(gas) / ethyl acetate / 0.5 h / 20 °C

3: 85 percent / PyBOP; DIEA / CH₂Cl₂

4: LiN(SiMe₃)2 / tetrahydrofuran / 0 °C

5: 99 percent / TBAF / tetrahydrofuran / 0.25 h / 20 °C

6: 88 percent / imidazole / dimethylformamide / 3 h / 60 °C

7: 99 percent / TFA / CH₂Cl₂ / 0.5 h / 20 °C

8: 55 percent / HOBT; EDC; DIEA / dimethylformamide / 18 h / 20 °C

9: 43 percent / Lawesson's reagent / tetrahydrofuran / 15 h / 45 °C

With Lawessons reagent; 1H-imidazole; hydrogenchloride; tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm010531d

Reference yield:

: 440105-87-3
1-[(tert-butoxycarbonyl)amino]-7-[(tert-butyldimethylsilyl)oxy]naphthalene

: 440105-69-1
(S)-N-{1-[7-[(tert-butyldiphenylsilyl)oxy]naphthalen-1-yl]-2-oxopyrrolidin-3-yl}-2-[1-(triphenylmethyl)-1H-imidazol-4-yl]thioacetamide

Guidance literature:: Multi-step reaction with 9 steps

1: 95 percent / HCl(gas) / ethyl acetate / 0.5 h / 20 °C

2: 85 percent / PyBOP; DIEA / CH₂Cl₂

3: LiN(SiMe₃)2 / tetrahydrofuran / 0 °C

4: 99 percent / TBAF / tetrahydrofuran / 0.25 h / 20 °C

5: 88 percent / imidazole / dimethylformamide / 3 h / 60 °C

6: 99 percent / TFA / CH₂Cl₂ / 0.5 h / 20 °C

7: 55 percent / HOBT; EDC; DIEA / dimethylformamide / 18 h / 20 °C

8: 43 percent / Lawesson's reagent / tetrahydrofuran / 15 h / 45 °C

With Lawessons reagent; 1H-imidazole; hydrogenchloride; tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm010531d