(S)-2-[(S)-2-(4-acetoxyphenyl)-1-[N-(tert-butoxycarbonyl)amino]ethyl]-4-benzyl-2-oxazoline

Base Information

Chemical Name:(S)-2-[(S)-2-(4-acetoxyphenyl)-1-[N-(tert-butoxycarbonyl)amino]ethyl]-4-benzyl-2-oxazoline
CAS No.:291313-54-7
Molecular Formula:C₂₅H₃₀N₂O₅
Molecular Weight:438.524
Hs Code.:

Synonyms:(S)-2-[(S)-2-(4-acetoxyphenyl)-1-[N-(tert-butoxycarbonyl)amino]ethyl]-4-benzyl-2-oxazoline

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Chemical Property of (S)-2-[(S)-2-(4-acetoxyphenyl)-1-[N-(tert-butoxycarbonyl)amino]ethyl]-4-benzyl-2-oxazoline

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Technology Process of (S)-2-[(S)-2-(4-acetoxyphenyl)-1-[N-(tert-butoxycarbonyl)amino]ethyl]-4-benzyl-2-oxazoline

There total 6 articles about (S)-2-[(S)-2-(4-acetoxyphenyl)-1-[N-(tert-butoxycarbonyl)amino]ethyl]-4-benzyl-2-oxazoline 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: 67.0%

: 291313-44-5
(S)-N-[(S)-1-benzyl-2-hydroxyethyl]-3-(4-acetoxyphenyl)-2-[N-(tert.butoxycarbonyl)amino]propionamide

: 291313-54-7
(S)-2-[(S)-2-(4-acetoxyphenyl)-1-[N-(tert-butoxycarbonyl)amino]ethyl]-4-benzyl-2-oxazoline

: (S)-2-[(R)-2-(4-acetoxyphenyl)-1-[N-(tert-butoxycarbonyl)amino]ethyl]-4-benzyl-2-oxazoline

Guidance literature:: With Burgess Reagent; In tetrahydrofuran; for 2h; Heating;
DOI:10.1021/jo000341v

Reference yield:

: 291313-44-5
(S)-N-[(S)-1-benzyl-2-hydroxyethyl]-3-(4-acetoxyphenyl)-2-[N-(tert.butoxycarbonyl)amino]propionamide

: 291313-54-7
(S)-2-[(S)-2-(4-acetoxyphenyl)-1-[N-(tert-butoxycarbonyl)amino]ethyl]-4-benzyl-2-oxazoline

Guidance literature:: With Burgess Reagent; In tetrahydrofuran; at 70 ℃; Yield given; sealed tube;
DOI:10.1016/S0040-4039(98)00874-0

Reference yield:

: 80971-82-0
(S)-3-(4-acetoxyphenyl)-2-[N-(tert.butoxycarbonyl)amino]propionic acid

: 291313-54-7
(S)-2-[(S)-2-(4-acetoxyphenyl)-1-[N-(tert-butoxycarbonyl)amino]ethyl]-4-benzyl-2-oxazoline

Guidance literature:: Multi-step reaction with 2 steps

1.1: P,P-bis(2-oxo-3-oxazolidinyl)phosphinic chloride; triethylamine / CH₂Cl₂ / 0.5 h

1.2: 71 percent / Et₃N / CH₂Cl₂ / 10 h / 0 - 20 °C

2.1: 67 percent / Burgess reagent / tetrahydrofuran / 2 h / Heating

With Burgess Reagent; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: coupling / 1.2: coupling / 2.1: Cyclization;
DOI:10.1021/jo000341v