2-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-1-oxo-1,2,3,4-tetrahydronaphtho[1,2-f][1,4]oxazepine-6-carbonitrile

Base Information

Chemical Name:2-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-1-oxo-1,2,3,4-tetrahydronaphtho[1,2-f][1,4]oxazepine-6-carbonitrile
CAS No.:367259-77-6
Molecular Formula:C₃₀H₃₄Cl₂N₂O₃Si
Molecular Weight:569.603
Hs Code.:

Synonyms:2-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-1-oxo-1,2,3,4-tetrahydronaphtho[1,2-f][1,4]oxazepine-6-carbonitrile

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Chemical Property of 2-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-1-oxo-1,2,3,4-tetrahydronaphtho[1,2-f][1,4]oxazepine-6-carbonitrile

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Technology Process of 2-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-1-oxo-1,2,3,4-tetrahydronaphtho[1,2-f][1,4]oxazepine-6-carbonitrile

There total 6 articles about 2-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-1-oxo-1,2,3,4-tetrahydronaphtho[1,2-f][1,4]oxazepine-6-carbonitrile 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: 71.0%

: 367259-75-4
2-{[1-({[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]amino}carbonyl)-3-cyano-2-naphthyl]oxy}ethyl methanesulfonate

: 367259-77-6
2-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-1-oxo-1,2,3,4-tetrahydronaphtho[1,2-f][1,4]oxazepine-6-carbonitrile

Guidance literature:: With sodium hydride; In tetrahydrofuran; for 0.666667h; Heating;
DOI:10.1016/j.bmc.2004.03.015

Reference yield:

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

: 367259-77-6
2-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-1-oxo-1,2,3,4-tetrahydronaphtho[1,2-f][1,4]oxazepine-6-carbonitrile

Guidance literature:: Multi-step reaction with 7 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

6: 82 percent / triethylamine / CH₂Cl₂ / 0 - 20 °C

7: 71 percent / sodium hydride / tetrahydrofuran / 0.67 h / Heating

With dmap; sodium hydroxide; oxalyl dichloride; iodine; sodium hydride; potassium carbonate; magnesium; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; 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

: 367259-77-6
2-[(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)butyl]-1-oxo-1,2,3,4-tetrahydronaphtho[1,2-f][1,4]oxazepine-6-carbonitrile

Guidance literature:: Multi-step reaction with 6 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

5: 82 percent / triethylamine / CH₂Cl₂ / 0 - 20 °C

6: 71 percent / sodium hydride / tetrahydrofuran / 0.67 h / Heating

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