tert-butyl (R)-5-(4-methylpiperazin-1-yl)-5-oxo-1-phenylpentan-2-ylcarbamate

Base Information

Chemical Name:tert-butyl (R)-5-(4-methylpiperazin-1-yl)-5-oxo-1-phenylpentan-2-ylcarbamate
CAS No.:1616684-82-2
Molecular Formula:C₂₁H₃₃N₃O₃
Molecular Weight:375.511
Hs Code.:

Synonyms:tert-butyl (R)-5-(4-methylpiperazin-1-yl)-5-oxo-1-phenylpentan-2-ylcarbamate

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Chemical Property of tert-butyl (R)-5-(4-methylpiperazin-1-yl)-5-oxo-1-phenylpentan-2-ylcarbamate

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Technology Process of tert-butyl (R)-5-(4-methylpiperazin-1-yl)-5-oxo-1-phenylpentan-2-ylcarbamate

There total 7 articles about tert-butyl (R)-5-(4-methylpiperazin-1-yl)-5-oxo-1-phenylpentan-2-ylcarbamate 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:

: 109-01-3
1-methyl-piperazine

: 195867-20-0
(4S)-4-[(tert-butoxycarbonyl)amino]-5-phenylpentanoic acid

: 1616684-82-2
tert-butyl (R)-5-(4-methylpiperazin-1-yl)-5-oxo-1-phenylpentan-2-ylcarbamate

Guidance literature:: (4S)-4-[(tert-butoxycarbonyl)amino]-5-phenylpentanoic acid; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; N,N-dimethyl-formamide; at -15 ℃; for 0.166667h;

1-methyl-piperazine; In tetrahydrofuran; N,N-dimethyl-formamide; at -15 - 20 ℃; for 2.25h;
DOI:10.1016/j.bmc.2014.05.024

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 1616684-82-2
tert-butyl (R)-5-(4-methylpiperazin-1-yl)-5-oxo-1-phenylpentan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: thionyl chloride / 0 °C

2.1: triethylamine / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / tetrahydrofuran; cyclohexane / 3.75 h / -80 - -69 °C

4.1: dichloromethane / 0 °C

5.1: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 20 °C / 1551.49 Torr

6.1: lithium hydroxide / water; tetrahydrofuran / 30 h / 20 °C

7.1: 4-methyl-morpholine; isobutyl chloroformate / N,N-dimethyl-formamide; tetrahydrofuran / 0.17 h / -15 °C

7.2: 2.25 h / -15 - 20 °C

With 4-methyl-morpholine; thionyl chloride; palladium 10% on activated carbon; hydrogen; diisobutylaluminium hydride; triethylamine; lithium hydroxide; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2014.05.024

Reference yield:

: 124818-94-6,116246-06-1
ethyl (2E,4S)-4-[(tert-butoxycarbonyl)amino]-5-phenylpent-2-enoate

: 1616684-82-2
tert-butyl (R)-5-(4-methylpiperazin-1-yl)-5-oxo-1-phenylpentan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 20 °C / 1551.49 Torr

2.1: lithium hydroxide / water; tetrahydrofuran / 30 h / 20 °C

3.1: 4-methyl-morpholine; isobutyl chloroformate / N,N-dimethyl-formamide; tetrahydrofuran / 0.17 h / -15 °C

3.2: 2.25 h / -15 - 20 °C

With 4-methyl-morpholine; palladium 10% on activated carbon; hydrogen; lithium hydroxide; isobutyl chloroformate; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2014.05.024