(2S,3S)-tert-butyl 3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)hex-5-enoate

Base Information

Chemical Name:(2S,3S)-tert-butyl 3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)hex-5-enoate
CAS No.:1206532-48-0
Molecular Formula:C₂₂H₃₃NO₅
Molecular Weight:391.508
Hs Code.:

Synonyms:(2S,3S)-tert-butyl 3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)hex-5-enoate

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Chemical Property of (2S,3S)-tert-butyl 3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)hex-5-enoate

Chemical Property:

Purity/Quality:

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Technology Process of (2S,3S)-tert-butyl 3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)hex-5-enoate

There total 7 articles about (2S,3S)-tert-butyl 3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)hex-5-enoate 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:

: C₁₈H₂₅NO₅

: 75-65-0
tert-butyl alcohol

: 1206532-48-0
(2S,3S)-tert-butyl 3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)hex-5-enoate

Guidance literature:: With N,N-dimethylformamide dineopentyl acetal; In toluene; for 5.5h; Reflux;
DOI:10.1016/j.tet.2009.10.102

Reference yield:

: 220317-60-2
1,1-dimethylethyl (4R)-(1'-hydroxy-3'-butenyl)-2,2-dimethyl-3-oxazolidinecarboxylate

: 1206532-48-0
(2S,3S)-tert-butyl 3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)hex-5-enoate

Guidance literature:: Multi-step reaction with 6 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 72 h / 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran

3: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran

4: acetic acid / water / 96 h / 20 °C

5: [bis(acetoxy)iodo]benzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / acetonitrile; water / 3 h / 20 °C

6: N,N-dimethylformamide dineopentyl acetal / toluene

With 1H-imidazole; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; N,N-dimethylformamide dineopentyl acetal; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1002/ejoc.201501109

Reference yield:

: 100-39-0
benzyl bromide

: 1206532-48-0
(2S,3S)-tert-butyl 3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)hex-5-enoate

Guidance literature:: Multi-step reaction with 4 steps

1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran

2: acetic acid / water / 96 h / 20 °C

3: [bis(acetoxy)iodo]benzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / acetonitrile; water / 3 h / 20 °C

4: N,N-dimethylformamide dineopentyl acetal / toluene

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; N,N-dimethylformamide dineopentyl acetal; In tetrahydrofuran; water; toluene; acetonitrile;
DOI:10.1002/ejoc.201501109