ethyl 3-{(3R)-methoxy-(4R)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoate

Base Information

Chemical Name:ethyl 3-{(3R)-methoxy-(4R)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoate
CAS No.:334792-47-1
Molecular Formula:C₁₉H₂₄N₄O₃
Molecular Weight:356.425
Hs Code.:

Synonyms:ethyl 3-{(3R)-methoxy-(4R)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoate

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Chemical Property of ethyl 3-{(3R)-methoxy-(4R)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoate

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Technology Process of ethyl 3-{(3R)-methoxy-(4R)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoate

There total 12 articles about ethyl 3-{(3R)-methoxy-(4R)-(pyrimidin-2-ylamino)piperidin-1-yl}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: 40.0%

: 334792-46-0
ethyl 3-{(4R)-amino-(3R)-methoxypiperidin-1-yl}benzoate

: 4595-60-2
2-bromopyrimidine

: 334792-47-1
ethyl 3-{(3R)-methoxy-(4R)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 120 ℃; for 24h;
DOI:10.1016/j.bmc.2006.01.062

Reference yield:

: 334792-31-3
Ethyl 3-{(3R,4S)-3,4-(dihydroxy)-piperidin-1-yl}benzoate

: 334792-47-1
ethyl 3-{(3R)-methoxy-(4R)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoate

Guidance literature:: Multi-step reaction with 7 steps

1: 30 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran / 3 h / 20 °C

2: 67 percent / triethylamine / CH₂Cl₂ / 0.08 h / 20 °C

3: 100 percent / sodium azide / dimethylformamide / 10 h / 90 °C

4: 100 percent / sodium ethoxide / tetrahydrofuran / 3.5 h / 30 °C

5: 35 percent / sodium hydride / tetrahydrofuran / 4 h / 20 °C

6: 100 percent / hydrogen / Pd/C / dioxane; H₂O / 4 h / 20 °C

7: 40 percent / ethyldiisopropylamine / dimethylsulfoxide / 24 h / 120 °C

With sodium azide; hydrogen; sodium ethanolate; sodium hydride; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.01.062

Reference yield:

: 3-[(3S,4R)-3,4,5-Trihydroxy-pent-(E)-ylideneamino]-benzoic acid ethyl ester

: 334792-47-1
ethyl 3-{(3R)-methoxy-(4R)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoate

Guidance literature:: Multi-step reaction with 10 steps

1: 2.2 g / acetic acid; sodium cyanoborohydride / methanol; CH₂Cl₂ / 4 h / 20 °C

2: carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 1 h / 0 - 20 °C

3: 160 mg / tetrahydrofuran / 2 h / 20 °C

4: 30 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran / 3 h / 20 °C

5: 67 percent / triethylamine / CH₂Cl₂ / 0.08 h / 20 °C

6: 100 percent / sodium azide / dimethylformamide / 10 h / 90 °C

7: 100 percent / sodium ethoxide / tetrahydrofuran / 3.5 h / 30 °C

8: 35 percent / sodium hydride / tetrahydrofuran / 4 h / 20 °C

9: 100 percent / hydrogen / Pd/C / dioxane; H₂O / 4 h / 20 °C

10: 40 percent / ethyldiisopropylamine / dimethylsulfoxide / 24 h / 120 °C

With sodium azide; carbon tetrabromide; hydrogen; sodium ethanolate; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.01.062