(R)-tert-butyl (4-(3,4-dimethoxyphenyl)-1-(methoxy(methyl)amino)-1-oxobutan-2-yl)carbamate

Base Information

Chemical Name:(R)-tert-butyl (4-(3,4-dimethoxyphenyl)-1-(methoxy(methyl)amino)-1-oxobutan-2-yl)carbamate
CAS No.:1428650-45-6
Molecular Formula:C₁₉H₃₀N₂O₆
Molecular Weight:382.457
Hs Code.:

Synonyms:(R)-tert-butyl (4-(3,4-dimethoxyphenyl)-1-(methoxy(methyl)amino)-1-oxobutan-2-yl)carbamate

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Chemical Property of (R)-tert-butyl (4-(3,4-dimethoxyphenyl)-1-(methoxy(methyl)amino)-1-oxobutan-2-yl)carbamate

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Technology Process of (R)-tert-butyl (4-(3,4-dimethoxyphenyl)-1-(methoxy(methyl)amino)-1-oxobutan-2-yl)carbamate

There total 5 articles about (R)-tert-butyl (4-(3,4-dimethoxyphenyl)-1-(methoxy(methyl)amino)-1-oxobutan-2-yl)carbamate 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: 68.0%

: 1260604-96-3
(R)-2-((tert-butoxycarbonyl)amino)-4-(3,4-dimethoxyphenyl)butanoic acid

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 1428650-45-6
(R)-tert-butyl (4-(3,4-dimethoxyphenyl)-1-(methoxy(methyl)amino)-1-oxobutan-2-yl)carbamate

Guidance literature:: (R)-2-((tert-butoxycarbonyl)amino)-4-(3,4-dimethoxyphenyl)butanoic acid; With 4-methyl-morpholine; isobutyl chloroformate; In dichloromethane; at -15 ℃; for 0.25h; Inert atmosphere;

N,O-dimethylhydroxylamine*hydrochloride; In dichloromethane; at -10 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tetasy.2013.02.003

Reference yield:

: 1428650-47-8
(R)-tert-butyl (4-(3,4-dimethoxyphenyl)-1-hydroxybutan-2-yl)carbamate

: 1428650-45-6
(R)-tert-butyl (4-(3,4-dimethoxyphenyl)-1-(methoxy(methyl)amino)-1-oxobutan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: [bis(acetoxy)iodo]benzene; 2,2,6,6-tetramethyl-piperidine-N-oxyl / acetonitrile; water / 14 h / 20 °C / Inert atmosphere

2.1: isobutyl chloroformate; 4-methyl-morpholine / dichloromethane / 0.25 h / -15 °C / Inert atmosphere

2.2: 2 h / -10 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; isobutyl chloroformate; In dichloromethane; water; acetonitrile;
DOI:10.1016/j.tetasy.2013.02.003

Reference yield:

: 102308-32-7
(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 1428650-45-6
(R)-tert-butyl (4-(3,4-dimethoxyphenyl)-1-(methoxy(methyl)amino)-1-oxobutan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran / 0.33 h / -20 °C / Inert atmosphere

1.2: 0.75 h / -78 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 20 °C / 760.05 Torr

3.1: toluene-4-sulfonic acid / methanol / 3 h / 20 °C / Inert atmosphere

4.1: [bis(acetoxy)iodo]benzene; 2,2,6,6-tetramethyl-piperidine-N-oxyl / acetonitrile; water / 14 h / 20 °C / Inert atmosphere

5.1: isobutyl chloroformate; 4-methyl-morpholine / dichloromethane / 0.25 h / -15 °C / Inert atmosphere

5.2: 2 h / -10 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; n-butyllithium; [bis(acetoxy)iodo]benzene; palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tetasy.2013.02.003