N-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-3-cyano-2-(2-hydroxyethoxy)-1-naphthamide

Base Information

Chemical Name:N-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-3-cyano-2-(2-hydroxyethoxy)-1-naphthamide
CAS No.:367259-73-2
Molecular Formula:C₃₀H₃₆Cl₂N₂O₄Si
Molecular Weight:587.618
Hs Code.:

Synonyms:N-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-3-cyano-2-(2-hydroxyethoxy)-1-naphthamide

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Chemical Property of N-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-3-cyano-2-(2-hydroxyethoxy)-1-naphthamide

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Technology Process of N-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-3-cyano-2-(2-hydroxyethoxy)-1-naphthamide

There total 5 articles about N-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-3-cyano-2-(2-hydroxyethoxy)-1-naphthamide 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: 30.0%

: 540-51-2
2-bromoethanol

: 263862-56-2
N-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-3-cyano-2-hydroxy-1-naphthamide

: 367259-73-2
N-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-3-cyano-2-(2-hydroxyethoxy)-1-naphthamide

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 4h;
DOI:10.1016/j.bmc.2004.03.015

Reference yield:

: 263387-97-9
3-cyano-2-methoxy-1-naphthoic acid

: 367259-73-2
N-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-3-cyano-2-(2-hydroxyethoxy)-1-naphthamide

Guidance literature:: Multi-step reaction with 5 steps

1: oxalyl chloride; dimethylformamide / CH₂Cl₂ / 2 h / 20 °C

2: 97 percent / aq. NaOH / CH₂Cl₂ / 0 - 20 °C

3: 94 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 20 °C

4: 88 percent / magnesium; iodine / benzene; diethyl ether / 1 h / Heating

5: 30 percent / K₂CO₃ / dimethylformamide / 4 h / 100 °C

With dmap; sodium hydroxide; oxalyl dichloride; iodine; potassium carbonate; magnesium; triethylamine; N,N-dimethyl-formamide; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.bmc.2004.03.015

Reference yield:

: 263388-13-2
2-Methoxy-3-cyano-1-naphthoyl Chloride

: 367259-73-2
N-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-3-cyano-2-(2-hydroxyethoxy)-1-naphthamide

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / aq. NaOH / CH₂Cl₂ / 0 - 20 °C

2: 94 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 20 °C

3: 88 percent / magnesium; iodine / benzene; diethyl ether / 1 h / Heating

4: 30 percent / K₂CO₃ / dimethylformamide / 4 h / 100 °C

With dmap; sodium hydroxide; iodine; potassium carbonate; magnesium; triethylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.bmc.2004.03.015