ethyl-2-[bis(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate

Base Information

Chemical Name:ethyl-2-[bis(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate
CAS No.:1644527-10-5
Molecular Formula:C₂₃H₃₄FNO₈
Molecular Weight:471.523
Hs Code.:

Synonyms:ethyl-2-[bis(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate

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Chemical Property of ethyl-2-[bis(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate

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Technology Process of ethyl-2-[bis(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate

There total 6 articles about ethyl-2-[bis(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate 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: 89.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1644527-09-2
ethyl-2-[(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate

: 1644527-10-5
ethyl-2-[bis(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate

Guidance literature:: With dmap; In acetonitrile; at 20 ℃; for 36h;
DOI:10.1002/anie.201404436

Reference yield:

: 121056-95-9,89524-98-1
trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate

: 1644527-10-5
ethyl-2-[bis(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.17 h / 20 °C

2: palladium 10% on activated carbon; hydrogen / ethanol / 5 h

3: lithium hydroxide / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

4: sodium hydrogencarbonate / N,N-dimethyl-formamide / 24 h / 20 °C

5: dmap / acetonitrile / 36 h / 20 °C

With dmap; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/anie.201404436

Reference yield:

: 71924-62-4
2-fluoro-4,5-dimethoxybenzaldehyde

: 1644527-10-5
ethyl-2-[bis(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.17 h / 20 °C

2: palladium 10% on activated carbon; hydrogen / ethanol / 5 h

3: lithium hydroxide / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

4: sodium hydrogencarbonate / N,N-dimethyl-formamide / 24 h / 20 °C

5: dmap / acetonitrile / 36 h / 20 °C

With dmap; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/anie.201404436