(2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethanethiol

Base Information

Chemical Name:(2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethanethiol
CAS No.:329015-77-2
Molecular Formula:C₁₄H₁₄N₄O₄S₂
Molecular Weight:366.422
Hs Code.:

Synonyms:(2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethanethiol

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Chemical Property of (2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethanethiol

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Technology Process of (2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethanethiol

There total 5 articles about (2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethanethiol 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: 76.0%

: 329015-75-0
N-[(1R)-1-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-(tritylsulfanyl)ethyl]-N-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amine

: 329015-77-2
(2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethanethiol

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jm0010623

Reference yield:

: 99-81-0
4-Nitrophenacyl bromide

: 329015-77-2
(2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethanethiol

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / acetonitrile / 3 h / 45 °C

2: ethanol / 6 h / 55 °C

3: HOBT; EDC / dimethylformamide / 14 h / 20 °C

4: Burgess reagent / tetrahydrofuran / 3 h / Heating

5: 76 percent / Et₃SiH; TFA / CH₂Cl₂ / 2 h / 20 °C

With triethylsilane; Burgess Reagent; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0010623

Reference yield:

: 6097-21-8
2-(4-nitrophenyl)-2-oxoethyl thiocyanate

: 329015-77-2
(2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethanethiol

Guidance literature:: Multi-step reaction with 4 steps

1: ethanol / 6 h / 55 °C

2: HOBT; EDC / dimethylformamide / 14 h / 20 °C

3: Burgess reagent / tetrahydrofuran / 3 h / Heating

4: 76 percent / Et₃SiH; TFA / CH₂Cl₂ / 2 h / 20 °C

With triethylsilane; Burgess Reagent; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0010623