3,4-dihydro-2-(2-{[2-(3,4-dimethoxyphenyl)ethyl]-N-(tert-butoxycarbonyl)amino}ethyl)-4-(5-isoquinolinesulfonyl)-2H-1,4-benzoxazine

Base Information

Chemical Name:3,4-dihydro-2-(2-{[2-(3,4-dimethoxyphenyl)ethyl]-N-(tert-butoxycarbonyl)amino}ethyl)-4-(5-isoquinolinesulfonyl)-2H-1,4-benzoxazine
CAS No.:212578-76-2
Molecular Formula:C₃₄H₃₉N₃O₇S
Molecular Weight:633.766
Hs Code.:

Synonyms:3,4-dihydro-2-(2-{[2-(3,4-dimethoxyphenyl)ethyl]-N-(tert-butoxycarbonyl)amino}ethyl)-4-(5-isoquinolinesulfonyl)-2H-1,4-benzoxazine

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Chemical Property of 3,4-dihydro-2-(2-{[2-(3,4-dimethoxyphenyl)ethyl]-N-(tert-butoxycarbonyl)amino}ethyl)-4-(5-isoquinolinesulfonyl)-2H-1,4-benzoxazine

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Technology Process of 3,4-dihydro-2-(2-{[2-(3,4-dimethoxyphenyl)ethyl]-N-(tert-butoxycarbonyl)amino}ethyl)-4-(5-isoquinolinesulfonyl)-2H-1,4-benzoxazine

There total 9 articles about 3,4-dihydro-2-(2-{[2-(3,4-dimethoxyphenyl)ethyl]-N-(tert-butoxycarbonyl)amino}ethyl)-4-(5-isoquinolinesulfonyl)-2H-1,4-benzoxazine 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: 63.0%

: 84468-15-5
5-isoquinolinesulfonyl chloride

: 212578-59-1
3,4-dihydro-2-(2-{[2-(3,4-dimethoxyphenyl)ethyl]-N-(tert-butoxycarbonyl)amino}ethyl)-2H-1,4-benzoxazine

: 212578-76-2
3,4-dihydro-2-(2-{[2-(3,4-dimethoxyphenyl)ethyl]-N-(tert-butoxycarbonyl)amino}ethyl)-4-(5-isoquinolinesulfonyl)-2H-1,4-benzoxazine

Guidance literature:: With triethylamine; In toluene; 1.) RT, 18 h, 2.) 90 deg C, 4 h;
DOI:10.1021/jm970795t

Reference yield:

: 1624-53-9,3230-45-3,137838-23-4
2-(benzylideneamino)phenol

: 212578-76-2
3,4-dihydro-2-(2-{[2-(3,4-dimethoxyphenyl)ethyl]-N-(tert-butoxycarbonyl)amino}ethyl)-4-(5-isoquinolinesulfonyl)-2H-1,4-benzoxazine

Guidance literature:: Multi-step reaction with 9 steps

1: NaBH₄ / ethanol

2: NaHCO₃ / ethanol / 8 h / Ambient temperature

3: K₂CO₃ / ethanol / 1 h / Ambient temperature

4: 85 percent / KOH / ethanol / Ambient temperature

5: 68 percent / EDCI / CH₂Cl₂ / 5 h / Ambient temperature

6: 84 percent / BH₃*Me₂S / tetrahydrofuran / 4 h / Heating

7: 97 percent / CH₂Cl₂ / 3 h / 0 °C

8: 95 percent / H₂ / 10percent Pd/C / acetic acid

9: 63 percent / Et₃N / toluene / 1.) RT, 18 h, 2.) 90 deg C, 4 h

With potassium hydroxide; sodium tetrahydroborate; dimethylsulfide borane complex; hydrogen; sodium hydrogencarbonate; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; toluene;
DOI:10.1021/jm970795t

Reference yield:

: 77434-57-2
2-(4-benzyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)acetic acid

: 212578-76-2
3,4-dihydro-2-(2-{[2-(3,4-dimethoxyphenyl)ethyl]-N-(tert-butoxycarbonyl)amino}ethyl)-4-(5-isoquinolinesulfonyl)-2H-1,4-benzoxazine

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / EDCI / CH₂Cl₂ / 5 h / Ambient temperature

2: 84 percent / BH₃*Me₂S / tetrahydrofuran / 4 h / Heating

3: 97 percent / CH₂Cl₂ / 3 h / 0 °C

4: 95 percent / H₂ / 10percent Pd/C / acetic acid

5: 63 percent / Et₃N / toluene / 1.) RT, 18 h, 2.) 90 deg C, 4 h

With dimethylsulfide borane complex; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; acetic acid; toluene;
DOI:10.1021/jm970795t