(S)-tert-butyl 1-(6-(3-fluorophenyl)-3-methyl-5-oxo-5H-thiazolo[3,2-a]pyrimidin-7-yl)ethylcarbamate

Base Information

Chemical Name:(S)-tert-butyl 1-(6-(3-fluorophenyl)-3-methyl-5-oxo-5H-thiazolo[3,2-a]pyrimidin-7-yl)ethylcarbamate
CAS No.:1262441-68-8
Molecular Formula:C₂₀H₂₂FN₃O₃S
Molecular Weight:403.477
Hs Code.:

Synonyms:(S)-tert-butyl 1-(6-(3-fluorophenyl)-3-methyl-5-oxo-5H-thiazolo[3,2-a]pyrimidin-7-yl)ethylcarbamate

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Chemical Property of (S)-tert-butyl 1-(6-(3-fluorophenyl)-3-methyl-5-oxo-5H-thiazolo[3,2-a]pyrimidin-7-yl)ethylcarbamate

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Technology Process of (S)-tert-butyl 1-(6-(3-fluorophenyl)-3-methyl-5-oxo-5H-thiazolo[3,2-a]pyrimidin-7-yl)ethylcarbamate

There total 9 articles about (S)-tert-butyl 1-(6-(3-fluorophenyl)-3-methyl-5-oxo-5H-thiazolo[3,2-a]pyrimidin-7-yl)ethylcarbamate 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: 98.4%

: 24424-99-5
di-tert-butyl dicarbonate

: 1262441-67-7
(S)-1-(6-bromo-3-methyl-5-oxo-5H-thiazolo[3,2-a]pyrimidin-7-yl)ethanaminium (S)-2-hydroxy-2-phenylacetate

: 768-35-4
3-fluorophenylboronic acid

: 1262441-68-8
(S)-tert-butyl 1-(6-(3-fluorophenyl)-3-methyl-5-oxo-5H-thiazolo[3,2-a]pyrimidin-7-yl)ethylcarbamate

Guidance literature:: di-tert-butyl dicarbonate; (S)-1-(6-bromo-3-methyl-5-oxo-5H-thiazolo[3,2-a]pyrimidin-7-yl)ethanaminium (S)-2-hydroxy-2-phenylacetate; With sodium carbonate; In 1,4-dioxane; water; at 20 ℃; for 1h;

3-fluorophenylboronic acid; With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); for 4h; Concentration; Temperature; Inert atmosphere; Reflux;

Reference yield: 76.0%

: 1262441-69-9
(S)-tert-butyl 1-(6-bromo-3-methyl-5-oxo-5H-thiazolo[3,2-a]pyrimidin-7-yl)ethylcarbamate

: 768-35-4
3-fluorophenylboronic acid

: 1262441-68-8
(S)-tert-butyl 1-(6-(3-fluorophenyl)-3-methyl-5-oxo-5H-thiazolo[3,2-a]pyrimidin-7-yl)ethylcarbamate

Guidance literature:: With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 100 ℃; for 16h; Inert atmosphere;

Reference yield:

: 30414-53-0
methyl propanoyl acetate

: 1262441-68-8
(S)-tert-butyl 1-(6-(3-fluorophenyl)-3-methyl-5-oxo-5H-thiazolo[3,2-a]pyrimidin-7-yl)ethylcarbamate

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydroxide; bromine / dichloromethane / Cooling with ice

2.1: polyphosphoric acid / 70 - 78 °C / Inert atmosphere

3.1: N-Bromosuccinimide / acetonitrile / 0.33 h / 50 °C / Inert atmosphere

4.1: sodium azide / N,N-dimethyl-formamide / 0.83 h

5.1: sodium iodide / methanol / 0.17 h / 20 °C

5.2: 0.33 h / 5 - 25 °C

6.1: isopropyl alcohol / 0.58 h / Reflux

7.1: sodium hydrogencarbonate / tetrahydrofuran / 0.5 h / 20 °C

8.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 16 h / 100 °C / Inert atmosphere

With N-Bromosuccinimide; sodium azide; bromine; sodium hydrogencarbonate; sodium carbonate; sodium iodide; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; 8.1: Suzuki Coupling;