(S)-cyanomethyl 2-((tert-butoxycarbonyl)(methyl)amino)-3-phenylpropanoate

Base Information

Chemical Name:(S)-cyanomethyl 2-((tert-butoxycarbonyl)(methyl)amino)-3-phenylpropanoate
CAS No.:1333389-07-3
Molecular Formula:C₁₇H₂₂N₂O₄
Molecular Weight:318.373
Hs Code.:

Synonyms:(S)-cyanomethyl 2-((tert-butoxycarbonyl)(methyl)amino)-3-phenylpropanoate

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Chemical Property of (S)-cyanomethyl 2-((tert-butoxycarbonyl)(methyl)amino)-3-phenylpropanoate

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Technology Process of (S)-cyanomethyl 2-((tert-butoxycarbonyl)(methyl)amino)-3-phenylpropanoate

There total 5 articles about (S)-cyanomethyl 2-((tert-butoxycarbonyl)(methyl)amino)-3-phenylpropanoate 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: 89.0%

: 37553-65-4
Boc-N-Me-Phe-OH

: 107-14-2
chloroacetonitrile

: 1333389-07-3
(S)-cyanomethyl 2-((tert-butoxycarbonyl)(methyl)amino)-3-phenylpropanoate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 12h;
DOI:10.1021/ja2055098

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 1333389-07-3
(S)-cyanomethyl 2-((tert-butoxycarbonyl)(methyl)amino)-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / Inert atmosphere; Cooling with ice

1.2: 2 h / 20 °C / Cooling with ice

2.1: sodium hydroxide / methanol; water / 0 - 20 °C

3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C

With sodium hydride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2018.10.041

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1333389-07-3
(S)-cyanomethyl 2-((tert-butoxycarbonyl)(methyl)amino)-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydroxide / water; tetrahydrofuran

2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / Inert atmosphere; Cooling with ice

2.2: 2 h / 20 °C / Cooling with ice

3.1: sodium hydroxide / methanol; water / 0 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C

With sodium hydride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2018.10.041