methyl 2-bromo-6-{[((2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethyl)sulfanyl]methyl}-5-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-methoxybenzoate

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Chemical Name:methyl 2-bromo-6-{[((2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethyl)sulfanyl]methyl}-5-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-methoxybenzoate
CAS No.:329015-80-7
Molecular Formula:C₃₂H₄₁BrN₄O₈S₂Si
Molecular Weight:781.821
Hs Code.:

methyl 2-bromo-6-{[((2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethyl)sulfanyl]methyl}-5-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-methoxybenzoate

Synonyms:methyl 2-bromo-6-{[((2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethyl)sulfanyl]methyl}-5-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-methoxybenzoate

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Chemical Property of methyl 2-bromo-6-{[((2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethyl)sulfanyl]methyl}-5-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-methoxybenzoate

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Technology Process of methyl 2-bromo-6-{[((2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethyl)sulfanyl]methyl}-5-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-methoxybenzoate

There total 6 articles about methyl 2-bromo-6-{[((2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethyl)sulfanyl]methyl}-5-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-methoxybenzoate 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: 47.0%

: 2-bromo-5-dimethylthexylsilyloxy-6-formyl-3-methoxybenzoic acid methyl ester

: 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

: 329015-80-7
methyl 2-bromo-6-{[((2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethyl)sulfanyl]methyl}-5-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-methoxybenzoate

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 0 ℃; for 18h;
DOI:10.1021/jm0010623

Reference yield:

: 99-81-0
4-Nitrophenacyl bromide

: 329015-80-7
methyl 2-bromo-6-{[((2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethyl)sulfanyl]methyl}-5-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-methoxybenzoate

Guidance literature:: Multi-step reaction with 6 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

6: 47 percent / TFA; Et₃SiH / CH₂Cl₂ / 18 h / 0 °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

: 329015-80-7
methyl 2-bromo-6-{[((2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethyl)sulfanyl]methyl}-5-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-methoxybenzoate

Guidance literature:: Multi-step reaction with 5 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

5: 47 percent / TFA; Et₃SiH / CH₂Cl₂ / 18 h / 0 °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