(2R,3S,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol

Base Information

Chemical Name:(2R,3S,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol
CAS No.:187818-10-6
Molecular Formula:C₃₂H₄₀N₂O₄
Molecular Weight:516.681
Hs Code.:

Synonyms:(2R,3S,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol

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Chemical Property of (2R,3S,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol

Chemical Property:

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Technology Process of (2R,3S,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol

There total 7 articles about (2R,3S,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol 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: 96.0%

: 187818-12-8,219586-53-5
C₂₅H₃₂N₂O₄

: 6921-34-2
benzylmagnesium chloride

: 187818-10-6
(2R,3S,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol

: 187818-07-1
(2S,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol

Guidance literature:: With diethylaluminium chloride; In diethyl ether; 1.( r.t., 30 min; 2.) -78 deg C, 3 h;
DOI:10.1016/S0040-4039(96)02355-6

Reference yield:

: 187818-12-8,219586-53-5
(Z)-N-<(4S,5S)-4-benzyl-3-tert-butoxycarbonyl-2,2-dimethyl-5-methylenyl-1,3-oxazolidinyl>benzylamine N-oxide

: 6921-34-2
benzylmagnesium chloride

: 187818-10-6
(2R,3S,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol

: (2S,3S,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol

Guidance literature:: With diethylaluminium chloride; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 3h; Yield given; Yields of byproduct given;
DOI:10.1021/jo980980u

Reference yield:

: 174510-86-2
(4S,5S)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-benzyl-5-formyl-1,3-oxazolidine

: 187818-10-6
(2R,3S,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol

Guidance literature:: Multi-step reaction with 2 steps

1: MgSO₄ / CH₂Cl₂ / 0.5 h / Ambient temperature

2: Et₂AlCl / diethyl ether; tetrahydrofuran; hexane / 3 h / -78 °C

With diethylaluminium chloride; magnesium sulfate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo980980u