(S)-3-(2-bromophenyl)-2-(tert-butoxycarbonylamino)propionic acid ethyl ester

Base Information

Chemical Name:(S)-3-(2-bromophenyl)-2-(tert-butoxycarbonylamino)propionic acid ethyl ester
CAS No.:1338090-98-4
Molecular Formula:C₁₆H₂₂BrNO₄
Molecular Weight:372.259
Hs Code.:

Synonyms:(S)-3-(2-bromophenyl)-2-(tert-butoxycarbonylamino)propionic acid ethyl ester

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Chemical Property of (S)-3-(2-bromophenyl)-2-(tert-butoxycarbonylamino)propionic acid ethyl ester

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Technology Process of (S)-3-(2-bromophenyl)-2-(tert-butoxycarbonylamino)propionic acid ethyl ester

There total 3 articles about (S)-3-(2-bromophenyl)-2-(tert-butoxycarbonylamino)propionic acid ethyl ester 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: 43.0%

: 583-55-1
1-Bromo-2-iodobenzene

: 1338090-88-2
(S)-2,2-dioxo-1,2,3-oxathiazolidine-3,4-dicarboxylic acid 3-tert-butyl ester 4-ethyl ester

: 1338090-98-4
(S)-3-(2-bromophenyl)-2-(tert-butoxycarbonylamino)propionic acid ethyl ester

Guidance literature:: 1-Bromo-2-iodobenzene; With TurboGrignard; In diethyl ether; at -12 ℃; for 2h; Inert atmosphere;

With copper(l) iodide; In diethyl ether; at -12 ℃; for 0.5h; Inert atmosphere;

(S)-2,2-dioxo-1,2,3-oxathiazolidine-3,4-dicarboxylic acid 3-tert-butyl ester 4-ethyl ester; regioselective reaction; Further stages;
DOI:10.1016/j.tetlet.2011.07.123

Reference yield:

: 70930-18-6
ethyl (S)-2-[(tert-butoxycarbonyl)amino]-3-hydroxypropanoate

: 1338090-98-4
(S)-3-(2-bromophenyl)-2-(tert-butoxycarbonylamino)propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole; thionyl chloride / dichloromethane / 2.5 h / -10 - 20 °C / Inert atmosphere

2.1: sodium periodate; ruthenium (IV) oxide monohydrate / dichloromethane; water / 4 h / 0 - 20 °C / Inert atmosphere

3.1: TurboGrignard / diethyl ether / 2 h / -12 °C / Inert atmosphere

3.2: 0.5 h / -12 °C / Inert atmosphere

With 1H-imidazole; sodium periodate; TurboGrignard; thionyl chloride; ruthenium (IV) oxide monohydrate; In diethyl ether; dichloromethane; water; 2.1: Sharpless oxidation;
DOI:10.1016/j.tetlet.2011.07.123

Reference yield:

: C₁₀H₁₇NO₆S

: 1338090-98-4
(S)-3-(2-bromophenyl)-2-(tert-butoxycarbonylamino)propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium periodate; ruthenium (IV) oxide monohydrate / dichloromethane; water / 4 h / 0 - 20 °C / Inert atmosphere

2.1: TurboGrignard / diethyl ether / 2 h / -12 °C / Inert atmosphere

2.2: 0.5 h / -12 °C / Inert atmosphere

With sodium periodate; TurboGrignard; ruthenium (IV) oxide monohydrate; In diethyl ether; dichloromethane; water; 1.1: Sharpless oxidation;
DOI:10.1016/j.tetlet.2011.07.123