(S)-methyl 2-((2S,3S)-1-((S)-2-((tert-butoxycarbonyl)amino)-4-methylpentanoyl)-3-methylaziridine-2-carboxamido)-3-phenylpropanoate

Base Information

Chemical Name:(S)-methyl 2-((2S,3S)-1-((S)-2-((tert-butoxycarbonyl)amino)-4-methylpentanoyl)-3-methylaziridine-2-carboxamido)-3-phenylpropanoate
CAS No.:1378482-63-3
Molecular Formula:C₂₅H₃₇N₃O₆
Molecular Weight:475.585
Hs Code.:

Synonyms:(S)-methyl 2-((2S,3S)-1-((S)-2-((tert-butoxycarbonyl)amino)-4-methylpentanoyl)-3-methylaziridine-2-carboxamido)-3-phenylpropanoate

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Chemical Property of (S)-methyl 2-((2S,3S)-1-((S)-2-((tert-butoxycarbonyl)amino)-4-methylpentanoyl)-3-methylaziridine-2-carboxamido)-3-phenylpropanoate

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Technology Process of (S)-methyl 2-((2S,3S)-1-((S)-2-((tert-butoxycarbonyl)amino)-4-methylpentanoyl)-3-methylaziridine-2-carboxamido)-3-phenylpropanoate

There total 2 articles about (S)-methyl 2-((2S,3S)-1-((S)-2-((tert-butoxycarbonyl)amino)-4-methylpentanoyl)-3-methylaziridine-2-carboxamido)-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:

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: 1378482-63-3
(S)-methyl 2-((2S,3S)-1-((S)-2-((tert-butoxycarbonyl)amino)-4-methylpentanoyl)-3-methylaziridine-2-carboxamido)-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 3 steps

1: PyBOP; N-ethyl-N,N-diisopropylamine / chloroform / 13 h / 23 °C / Inert atmosphere

2: trifluoroacetic acid / methanol; 5,5-dimethyl-1,3-cyclohexadiene; chloroform / 2 h / -30 - -10 °C / Inert atmosphere

3: PyBOP; N-ethyl-N,N-diisopropylamine / chloroform / 13 h / 23 °C / Inert atmosphere

With PyBOP; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; chloroform;
DOI:10.1021/ol301178r

Reference yield:

: 1378482-73-5
(S)-methyl 2-((2S,3S)-3-methyl-1-tritylaziridine-2-carboxamido)-3-phenylpropanoate

: 1378482-63-3
(S)-methyl 2-((2S,3S)-1-((S)-2-((tert-butoxycarbonyl)amino)-4-methylpentanoyl)-3-methylaziridine-2-carboxamido)-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / methanol; 5,5-dimethyl-1,3-cyclohexadiene; chloroform / 2 h / -30 - -10 °C / Inert atmosphere

2: PyBOP; N-ethyl-N,N-diisopropylamine / chloroform / 13 h / 23 °C / Inert atmosphere

With PyBOP; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; chloroform;
DOI:10.1021/ol301178r

Reference yield: 38.0%

: 1378482-63-3
(S)-methyl 2-((2S,3S)-1-((S)-2-((tert-butoxycarbonyl)amino)-4-methylpentanoyl)-3-methylaziridine-2-carboxamido)-3-phenylpropanoate

: (6S,9S,12S)-methyl 9-((R)-1-azidoethyl)-12-benzyl-6-isobutyl-2,2-dimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oate

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 24h; regioselective reaction; Inert atmosphere;
DOI:10.1021/ol301178r