rac-[1-methyl-2-methylamino-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:rac-[1-methyl-2-methylamino-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester
CAS No.:1350523-45-3
Molecular Formula:C₁₅H₂₃N₃O₄
Molecular Weight:309.365
Hs Code.:

Synonyms:rac-[1-methyl-2-methylamino-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester

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Chemical Property of rac-[1-methyl-2-methylamino-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester

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Technology Process of rac-[1-methyl-2-methylamino-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester

There total 7 articles about rac-[1-methyl-2-methylamino-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl 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: 95.0%

: 1350523-44-2
rac-[1-methyl-1-(3-nitro-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

: 74-89-5
methylamine

: 1350523-45-3
rac-[1-methyl-2-methylamino-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: rac-[1-methyl-1-(3-nitro-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester; methylamine; With acetic acid; In tetrahydrofuran; dichloromethane; at 20 ℃; for 1h;

With sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; dichloromethane; at 20 ℃; for 2h;

Reference yield:

: 954272-07-2
rac-2-amino-2-(3-nitro-phenyl)-propionitrile

: 1350523-45-3
rac-[1-methyl-2-methylamino-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogenchloride; water / 18 h / Reflux

2.1: thionyl chloride / 0.25 h / 0 °C

2.2: 18 h / Reflux

3.1: sodium tetrahydroborate / ethanol / 3 h / 20 °C

4.1: sodium hydrogencarbonate / tetrahydrofuran / 0 - 20 °C

5.1: Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C

6.1: acetic acid / tetrahydrofuran; dichloromethane / 1 h / 20 °C

7.1: sodium triacetoxy borohydride / 2 h / 20 °C

With sodium triacetoxy borohydride; hydrogenchloride; sodium tetrahydroborate; thionyl chloride; water; sodium hydrogencarbonate; Dess-Martin periodane; acetic acid; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/j.bmcl.2011.10.050

Reference yield:

: 1350523-39-5
rac-2-amino-2-(3-nitro-phenyl)-propionic acid methyl ester

: 1350523-45-3
rac-[1-methyl-2-methylamino-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: sodium tetrahydroborate / ethanol / 3 h / 20 °C

2: sodium hydrogencarbonate / tetrahydrofuran / 0 - 20 °C

3: Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C

4: acetic acid / tetrahydrofuran; dichloromethane / 1 h / 20 °C

5: sodium triacetoxy borohydride / 2 h / 20 °C

With sodium triacetoxy borohydride; sodium tetrahydroborate; sodium hydrogencarbonate; Dess-Martin periodane; acetic acid; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/j.bmcl.2011.10.050