3-[3-(tert-butoxycarbonylamino-methyl)-phenyl]-acrylic acid methyl ester

Base Information

Chemical Name:3-[3-(tert-butoxycarbonylamino-methyl)-phenyl]-acrylic acid methyl ester
CAS No.:171662-97-8
Molecular Formula:C₁₆H₂₁NO₄
Molecular Weight:291.347
Hs Code.:

Synonyms:3-[3-(tert-butoxycarbonylamino-methyl)-phenyl]-acrylic acid methyl ester

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Chemical Property of 3-[3-(tert-butoxycarbonylamino-methyl)-phenyl]-acrylic acid methyl ester

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Technology Process of 3-[3-(tert-butoxycarbonylamino-methyl)-phenyl]-acrylic acid methyl ester

There total 9 articles about 3-[3-(tert-butoxycarbonylamino-methyl)-phenyl]-acrylic acid methyl ester 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: 81.0%

: 170853-04-0
t-butyl N-(3-formylbenzyl)carbamate

: 5927-18-4
trimethyl phosphonoacetate

: 171662-97-8
3-[3-(tert-butoxycarbonylamino-methyl)-phenyl]-acrylic acid methyl ester

Guidance literature:: trimethyl phosphonoacetate; With potassium tert-butylate; In tetrahydrofuran; for 0.333333h; Cooling with ice;

t-butyl N-(3-formylbenzyl)carbamate; In tetrahydrofuran; for 1h; Cooling with ice;

Reference yield:

: 99-04-7
m-Toluic acid

: 171662-97-8
3-[3-(tert-butoxycarbonylamino-methyl)-phenyl]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: N-Bromosuccinimide / 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 3 h / 25 °C / Reflux

2.1: thionyl chloride / 1 h / 25 °C / Reflux

3.1: N,N-dimethyl-formamide / 12 h / 85 °C

4.1: hydrazine hydrate / methanol / 4 h / Reflux

5.1: sodium hydrogencarbonate / ethyl acetate; water / 1.17 h / pH 8

6.1: water; lithium hydroxide / tetrahydrofuran / 4 h / 50 °C

7.1: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 25 °C / Cooling with ice

8.1: sodium acetate; pyridinium chlorochromate / dichloromethane / 6 h / 25 °C

9.1: potassium tert-butylate / tetrahydrofuran / 0.33 h / Cooling with ice

9.2: 1 h / Cooling with ice

With N-Bromosuccinimide; thionyl chloride; dimethylsulfide borane complex; potassium tert-butylate; water; sodium acetate; sodium hydrogencarbonate; hydrazine hydrate; pyridinium chlorochromate; lithium hydroxide; 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 1129-28-8
3-methoxycarbonylbenzyl bromide

: 171662-97-8
3-[3-(tert-butoxycarbonylamino-methyl)-phenyl]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: N,N-dimethyl-formamide / 12 h / 85 °C

2.1: hydrazine hydrate / methanol / 4 h / Reflux

3.1: sodium hydrogencarbonate / ethyl acetate; water / 1.17 h / pH 8

4.1: water; lithium hydroxide / tetrahydrofuran / 4 h / 50 °C

5.1: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 25 °C / Cooling with ice

6.1: sodium acetate; pyridinium chlorochromate / dichloromethane / 6 h / 25 °C

7.1: potassium tert-butylate / tetrahydrofuran / 0.33 h / Cooling with ice

7.2: 1 h / Cooling with ice

With dimethylsulfide borane complex; potassium tert-butylate; water; sodium acetate; sodium hydrogencarbonate; hydrazine hydrate; pyridinium chlorochromate; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;