tert-butyl 4-{[5-[(1E)-3-ethoxy-3-oxo-1-propenyl]-6-methyl-2-(methylsulfanyl)-4-pyrimidinyl]amino}benzoate

Base Information

Chemical Name:tert-butyl 4-{[5-[(1E)-3-ethoxy-3-oxo-1-propenyl]-6-methyl-2-(methylsulfanyl)-4-pyrimidinyl]amino}benzoate
CAS No.:642455-54-7
Molecular Formula:C₂₂H₂₇N₃O₄S
Molecular Weight:429.54
Hs Code.:

Synonyms:tert-butyl 4-{[5-[(1E)-3-ethoxy-3-oxo-1-propenyl]-6-methyl-2-(methylsulfanyl)-4-pyrimidinyl]amino}benzoate

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Chemical Property of tert-butyl 4-{[5-[(1E)-3-ethoxy-3-oxo-1-propenyl]-6-methyl-2-(methylsulfanyl)-4-pyrimidinyl]amino}benzoate

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Technology Process of tert-butyl 4-{[5-[(1E)-3-ethoxy-3-oxo-1-propenyl]-6-methyl-2-(methylsulfanyl)-4-pyrimidinyl]amino}benzoate

There total 7 articles about tert-butyl 4-{[5-[(1E)-3-ethoxy-3-oxo-1-propenyl]-6-methyl-2-(methylsulfanyl)-4-pyrimidinyl]amino}benzoate 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: 94.4%

: 583878-45-9
tert-butyl 4-{[5-formyl-6-methyl-2-(methylsulfanyl)-4-pyrimidinyl]amino}benzoate

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 642455-54-7
tert-butyl 4-{[5-[(1E)-3-ethoxy-3-oxo-1-propenyl]-6-methyl-2-(methylsulfanyl)-4-pyrimidinyl]amino}benzoate

Guidance literature:: In tetrahydrofuran; for 2.5h; Heating;
DOI:10.1016/j.tetlet.2005.10.030

Reference yield:

: 583878-42-6
ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate

: 642455-54-7
tert-butyl 4-{[5-[(1E)-3-ethoxy-3-oxo-1-propenyl]-6-methyl-2-(methylsulfanyl)-4-pyrimidinyl]amino}benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / DIPEA / dioxane / 72 h / Heating

2: 82 percent / NaBH₄ / ethanol / 4 h / 45 °C

3: 70 percent / MnO₂ / CH₂Cl₂ / 20 °C

4: 94 percent / tetrahydrofuran / 2.5 h / Heating

With manganese(IV) oxide; sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; 4: Horner-Emmons olefination;
DOI:10.1016/j.tetlet.2005.10.030

Reference yield:

: 583878-44-8
tert-butyl 4-{[5-(hydroxymethyl)-6-methyl-2-(methylsulfanyl)-4-pyrimidinyl]amino}benzoate

: 642455-54-7
tert-butyl 4-{[5-[(1E)-3-ethoxy-3-oxo-1-propenyl]-6-methyl-2-(methylsulfanyl)-4-pyrimidinyl]amino}benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / MnO₂ / CH₂Cl₂ / 20 °C

2: 94 percent / tetrahydrofuran / 2.5 h / Heating

With manganese(IV) oxide; In tetrahydrofuran; dichloromethane; 2: Horner-Emmons olefination;
DOI:10.1016/j.tetlet.2005.10.030