(S)-tert-butyl 4-((((S)-1-cyano-3-oxo-3-(tritylamino)propyl)amino)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Base Information

Chemical Name:(S)-tert-butyl 4-((((S)-1-cyano-3-oxo-3-(tritylamino)propyl)amino)methyl)-2,2-dimethyloxazolidine-3-carboxylate
CAS No.:1542166-91-5
Molecular Formula:C₃₄H₄₀N₄O₄
Molecular Weight:568.716
Hs Code.:

Synonyms:(S)-tert-butyl 4-((((S)-1-cyano-3-oxo-3-(tritylamino)propyl)amino)methyl)-2,2-dimethyloxazolidine-3-carboxylate

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Chemical Property of (S)-tert-butyl 4-((((S)-1-cyano-3-oxo-3-(tritylamino)propyl)amino)methyl)-2,2-dimethyloxazolidine-3-carboxylate

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Technology Process of (S)-tert-butyl 4-((((S)-1-cyano-3-oxo-3-(tritylamino)propyl)amino)methyl)-2,2-dimethyloxazolidine-3-carboxylate

There total 4 articles about (S)-tert-butyl 4-((((S)-1-cyano-3-oxo-3-(tritylamino)propyl)amino)methyl)-2,2-dimethyloxazolidine-3-carboxylate 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: 94.0%

: 1542166-90-4
(S)-tert-butyl 4-((((S)-1-amino-1,4-dioxo-4-(tritylamino)butan-2-yl)amino)methyl)-2,2-dimethyloxazolidine-3-carboxylate

: 1542166-91-5
(S)-tert-butyl 4-((((S)-1-cyano-3-oxo-3-(tritylamino)propyl)amino)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethyl acetate; at 0 - 50 ℃; for 2h;
DOI:10.1021/ja412298c

Reference yield:

: 1542166-89-1
(S)-2-((((S)-3-(tert-butyloxycarbonyl)-2,2-dimethyloxazolidin-4-yl)methyl)amino)-4-oxo-4-(tritylamino)butanoic acid

: 1542166-91-5
(S)-tert-butyl 4-((((S)-1-cyano-3-oxo-3-(tritylamino)propyl)amino)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 0 - 25 °C / Inert atmosphere

1.2: 0.5 h / 0 - 25 °C

2.1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / tetrahydrofuran; ethyl acetate / 2 h / 0 - 50 °C

With benzotriazol-1-ol; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/ja412298c

Reference yield:

: 132388-58-0,200192-49-0
(S)-2-Amino-N-trityl-succinamic acid

: 1542166-91-5
(S)-tert-butyl 4-((((S)-1-cyano-3-oxo-3-(tritylamino)propyl)amino)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium tris(acetoxy)borohydride / dichloromethane / 12.25 h / 25 °C / Molecular sieve; Inert atmosphere

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 0 - 25 °C / Inert atmosphere

2.2: 0.5 h / 0 - 25 °C

3.1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / tetrahydrofuran; ethyl acetate / 2 h / 0 - 50 °C

With sodium tris(acetoxy)borohydride; benzotriazol-1-ol; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/ja412298c