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

Base Information

Chemical Name:N-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-3-cyano-2-hydroxy-1-naphthamide
CAS No.:263862-56-2
Molecular Formula:C₂₈H₃₂Cl₂N₂O₃Si
Molecular Weight:543.565
Hs Code.:

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

There total 4 articles about N-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-3-cyano-2-hydroxy-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: 88.0%

: 263862-55-1
N-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-3-cyano-2-methoxy-1-naphthamide

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

Guidance literature:: With iodine; magnesium; In diethyl ether; benzene; for 1h; Heating;
DOI:10.1016/j.bmc.2004.03.015

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

With dmap; sodium hydroxide; iodine; magnesium; triethylamine; In diethyl ether; dichloromethane; benzene;
DOI:10.1016/j.bmc.2004.03.015