(R)-N-[2-(4-aminophenyl)ethyl]-2-hydroxy-2-(3-pyridyl)ethylcarbamic acid 1,1-dimethylethyl ester

Base Information

Chemical Name:(R)-N-[2-(4-aminophenyl)ethyl]-2-hydroxy-2-(3-pyridyl)ethylcarbamic acid 1,1-dimethylethyl ester
CAS No.:173901-05-8
Molecular Formula:C₂₀H₂₇N₃O₃
Molecular Weight:357.453
Hs Code.:

Synonyms:(R)-N-[2-(4-aminophenyl)ethyl]-2-hydroxy-2-(3-pyridyl)ethylcarbamic acid 1,1-dimethylethyl ester

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Chemical Property of (R)-N-[2-(4-aminophenyl)ethyl]-2-hydroxy-2-(3-pyridyl)ethylcarbamic acid 1,1-dimethylethyl ester

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Technology Process of (R)-N-[2-(4-aminophenyl)ethyl]-2-hydroxy-2-(3-pyridyl)ethylcarbamic acid 1,1-dimethylethyl ester

There total 8 articles about (R)-N-[2-(4-aminophenyl)ethyl]-2-hydroxy-2-(3-pyridyl)ethylcarbamic acid 1,1-dimethylethyl 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: 56.0%

: 173901-09-2
[(R)-2-(6-Chloro-pyridin-3-yl)-2-hydroxy-ethyl]-[2-(4-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester

: 173901-05-8
(R)-N-[2-(4-aminophenyl)ethyl]-2-hydroxy-2-(3-pyridyl)ethylcarbamic acid 1,1-dimethylethyl ester

Guidance literature:: With sodium hydroxide; hydrogen; nickel; In ethanol; for 12h; under 2068.6 Torr;
DOI:10.1016/S0960-894X(98)00571-X

Reference yield:

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 173901-05-8
(R)-N-[2-(4-aminophenyl)ethyl]-2-hydroxy-2-(3-pyridyl)ethylcarbamic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 79 percent / t-BuOMe

2: 73 percent / bromobarbituric acid / tetrahydrofuran / Heating

3: 84 percent / (-)-B-chlorodiisopinocampheylborane / tetrahydrofuran / -25 °C

4: 93 percent / 5N aq. NaOH / tetrahydrofuran

5: Et₃N / methanol / 12 h / Heating

6: tetrahydrofuran

7: 56 percent / H₂, 5N NaOH / Raney Ni / ethanol / 12 h / 2068.6 Torr

With sodium hydroxide; tert-butyl methyl ether; bromobarbituric acid; hydrogen; triethylamine; (-)-diisopinocamphenylborane chloride; nickel; In tetrahydrofuran; methanol; ethanol;
DOI:10.1016/S0960-894X(98)00571-X

Reference yield:

: 23794-13-0
2-chloro-5-(2-bromoacetyl)pyridine

: 173901-05-8
(R)-N-[2-(4-aminophenyl)ethyl]-2-hydroxy-2-(3-pyridyl)ethylcarbamic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / (-)-B-chlorodiisopinocampheylborane / tetrahydrofuran / -25 °C

2: 93 percent / 5N aq. NaOH / tetrahydrofuran

3: Et₃N / methanol / 12 h / Heating

4: tetrahydrofuran

5: 56 percent / H₂, 5N NaOH / Raney Ni / ethanol / 12 h / 2068.6 Torr

With sodium hydroxide; hydrogen; triethylamine; (-)-diisopinocamphenylborane chloride; nickel; In tetrahydrofuran; methanol; ethanol;
DOI:10.1016/S0960-894X(98)00571-X