(2S)-2-{[(2-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-hydroxyethyl}-1,3-thiazol-4-yl)carbonyl]amino}-2-[4-(methoxymethyl)-1,3-thiazol-2-yl]ethyl 3-(2-bromo-6-nitrophenyl)-2-oxobut-3-enoate

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Chemical Name:(2S)-2-{[(2-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-hydroxyethyl}-1,3-thiazol-4-yl)carbonyl]amino}-2-[4-(methoxymethyl)-1,3-thiazol-2-yl]ethyl 3-(2-bromo-6-nitrophenyl)-2-oxobut-3-enoate
CAS No.:944472-32-6
Molecular Formula:C₂₈H₃₀BrN₅O₁₀S₂
Molecular Weight:740.61
Hs Code.:

(2S)-2-{[(2-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-hydroxyethyl}-1,3-thiazol-4-yl)carbonyl]amino}-2-[4-(methoxymethyl)-1,3-thiazol-2-yl]ethyl 3-(2-bromo-6-nitrophenyl)-2-oxobut-3-enoate

Synonyms:(2S)-2-{[(2-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-hydroxyethyl}-1,3-thiazol-4-yl)carbonyl]amino}-2-[4-(methoxymethyl)-1,3-thiazol-2-yl]ethyl 3-(2-bromo-6-nitrophenyl)-2-oxobut-3-enoate

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Chemical Property of (2S)-2-{[(2-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-hydroxyethyl}-1,3-thiazol-4-yl)carbonyl]amino}-2-[4-(methoxymethyl)-1,3-thiazol-2-yl]ethyl 3-(2-bromo-6-nitrophenyl)-2-oxobut-3-enoate

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Technology Process of (2S)-2-{[(2-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-hydroxyethyl}-1,3-thiazol-4-yl)carbonyl]amino}-2-[4-(methoxymethyl)-1,3-thiazol-2-yl]ethyl 3-(2-bromo-6-nitrophenyl)-2-oxobut-3-enoate

There total 13 articles about (2S)-2-{[(2-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-hydroxyethyl}-1,3-thiazol-4-yl)carbonyl]amino}-2-[4-(methoxymethyl)-1,3-thiazol-2-yl]ethyl 3-(2-bromo-6-nitrophenyl)-2-oxobut-3-enoate 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: 72.0%

: 944472-31-5
tert-butyl (4S)-4-{4-[({(1S)-2-{[3-(2-bromo-6-nitrophenyl)-2-oxobut-3-enoyl]oxy}-1-[4-(methoxymethyl)-1,3-thiazol-2-yl]ethyl}amino)carbonyl]-1,3-thiazol-2-yl}-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

: 944472-32-6
(2S)-2-{[(2-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-hydroxyethyl}-1,3-thiazol-4-yl)carbonyl]amino}-2-[4-(methoxymethyl)-1,3-thiazol-2-yl]ethyl 3-(2-bromo-6-nitrophenyl)-2-oxobut-3-enoate

Guidance literature:: With trifluoroacetic acid; In methanol; dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/j.tet.2007.03.072

Reference yield:

: 850694-33-6
methyl 3-(2'-bromo-6'-nitrophenyl)-2-oxobut-3-enoate

: 944472-32-6
(2S)-2-{[(2-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-hydroxyethyl}-1,3-thiazol-4-yl)carbonyl]amino}-2-[4-(methoxymethyl)-1,3-thiazol-2-yl]ethyl 3-(2-bromo-6-nitrophenyl)-2-oxobut-3-enoate

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / Me₃SnOH / 1,2-dichloro-ethane / 0.33 h / 80 °C

2: oxalyl chloride; DMF / tetrahydrofuran / 0.75 h / 0 °C

3: 12 mg / Et₃N / tetrahydrofuran / 2 h / 0 - 25 °C

4: 72 percent / trifluoroacetic acid / CH₂Cl₂; methanol / 1 h / 0 °C

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; trimethyltin(IV) hydroxide; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/j.tet.2007.03.072

Reference yield:

: 850694-42-7
3-(2-bromo-6-nitro-phenyl)-2-oxo-but-3-enoic acid

: 944472-32-6
(2S)-2-{[(2-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-hydroxyethyl}-1,3-thiazol-4-yl)carbonyl]amino}-2-[4-(methoxymethyl)-1,3-thiazol-2-yl]ethyl 3-(2-bromo-6-nitrophenyl)-2-oxobut-3-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: oxalyl chloride; DMF / tetrahydrofuran / 0.75 h / 0 °C

2: 12 mg / Et₃N / tetrahydrofuran / 2 h / 0 - 25 °C

3: 72 percent / trifluoroacetic acid / CH₂Cl₂; methanol / 1 h / 0 °C

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2007.03.072