4-(tert-butoxycarbonyl)-3-(N,N-dibenzylamino)-1-<(R)-phenylethyl>-2-azetidinone

Base Information

Chemical Name:4-(tert-butoxycarbonyl)-3-(N,N-dibenzylamino)-1-<(R)-phenylethyl>-2-azetidinone
CAS No.:122846-27-9
Molecular Formula:C₃₀H₃₄N₂O₃
Molecular Weight:470.612
Hs Code.:

Synonyms:4-(tert-butoxycarbonyl)-3-(N,N-dibenzylamino)-1-<(R)-phenylethyl>-2-azetidinone

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Chemical Property of 4-(tert-butoxycarbonyl)-3-(N,N-dibenzylamino)-1-<(R)-phenylethyl>-2-azetidinone

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Technology Process of 4-(tert-butoxycarbonyl)-3-(N,N-dibenzylamino)-1-<(R)-phenylethyl>-2-azetidinone

There total 1 articles about 4-(tert-butoxycarbonyl)-3-(N,N-dibenzylamino)-1-<(R)-phenylethyl>-2-azetidinone 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:

: 122846-26-8
N-<(tert-butoxycarbonyl)methyl>-N-<(R)-1-phenylethyl>(N',N'-dibenzylamino)acetamide

: 122846-27-9
4-(tert-butoxycarbonyl)-3-(N,N-dibenzylamino)-1-<(R)-phenylethyl>-2-azetidinone

: 122921-35-1
4-(tert-butoxycarbonyl)-3-(N,N-dibenzylamino)-1-<(R)-phenylethyl>-2-azetidinone

: 122921-37-3
4-(tert-butoxycarbonyl)-3-(N,N-dibenzylamino)-1-<(R)-phenylethyl>-2-azetidinone

: 122921-36-2
4-(tert-butoxycarbonyl)-3-(N,N-dibenzylamino)-1-<(R)-phenylethyl>-2-azetidinone

Guidance literature:: With N-iodo-succinimide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; Yield given. Multistep reaction; 1.) -78 deg C, 1h, 2.) -95 to -70 deg C;
DOI:10.1021/ja00199a055

Reference yield: 89.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 122846-27-9
4-(tert-butoxycarbonyl)-3-(N,N-dibenzylamino)-1-<(R)-phenylethyl>-2-azetidinone

: 131064-11-4
(2S,3R)-3-Dibenzylamino-4-oxo-1-((R)-1-phenyl-ethyl)-azetidine-2-carboxylic acid methyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; Mechanism; Ambient temperature; various cis-3-amino-β-lactames; effect of epimerization of 3-amino substituent;
DOI:10.1016/S0040-4039(01)80522-0

Reference yield:

: 122846-27-9
4-(tert-butoxycarbonyl)-3-(N,N-dibenzylamino)-1-<(R)-phenylethyl>-2-azetidinone

: 117082-72-1
(3S,4S)-3-<(benzoyloxycarbonyl)amino>-4-(hydroxymethyl)-1-<(R)-1-phenylethyl>-2-azetidinone

Guidance literature:: Multi-step reaction with 5 steps

1: HCO₂NH₄ / 10percent Pd/C / ethanol / 4 h / Heating

2: propylene oxide / CH₂Cl₂ / 3 h / Ambient temperature

3: CF₃CO₂H / CH₂Cl₂

4: diethyl ether

5: NaBH₄ / tetrahydrofuran; H₂O / 3 h / Ambient temperature

With sodium tetrahydroborate; ammonium formate; trifluoroacetic acid; methyloxirane; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1021/jo00032a047