methyl (RS)-(4-cyano-phenylamino)-[ 3-ethoxy-5-(1-methanesulfonyl-piperidin-4-yloxy)-phenyl]-acetate

Base Information

Chemical Name:methyl (RS)-(4-cyano-phenylamino)-[ 3-ethoxy-5-(1-methanesulfonyl-piperidin-4-yloxy)-phenyl]-acetate
CAS No.:937018-53-6
Molecular Formula:C₂₄H₂₉N₃O₆S
Molecular Weight:487.577
Hs Code.:

Synonyms:methyl (RS)-(4-cyano-phenylamino)-[ 3-ethoxy-5-(1-methanesulfonyl-piperidin-4-yloxy)-phenyl]-acetate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (RS)-(4-cyano-phenylamino)-[ 3-ethoxy-5-(1-methanesulfonyl-piperidin-4-yloxy)-phenyl]-acetate

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Technology Process of methyl (RS)-(4-cyano-phenylamino)-[ 3-ethoxy-5-(1-methanesulfonyl-piperidin-4-yloxy)-phenyl]-acetate

There total 10 articles about methyl (RS)-(4-cyano-phenylamino)-[ 3-ethoxy-5-(1-methanesulfonyl-piperidin-4-yloxy)-phenyl]-acetate 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: 44.0%

: 871345-32-3
(4-cyano-phenylamino)-[3-ethoxy-5-(piperidin-4-yloxy)-phenyl]-acetic acid methyl ester

: 124-63-0
methanesulfonyl chloride

: 937018-53-6
methyl (RS)-(4-cyano-phenylamino)-[ 3-ethoxy-5-(1-methanesulfonyl-piperidin-4-yloxy)-phenyl]-acetate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;
DOI:10.1016/j.bmcl.2005.04.079

Reference yield:

: methyl (RS)-(4-cyano-phenylamino)-[3-ethoxy-5-(piperidin-4-yloxy)-phenyl]-acetate hydrochloride

: ethyl acetate n-hexane

: 124-63-0
methanesulfonyl chloride

: 937018-53-6
methyl (RS)-(4-cyano-phenylamino)-[ 3-ethoxy-5-(1-methanesulfonyl-piperidin-4-yloxy)-phenyl]-acetate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

Reference yield:

: 906079-93-4
3-ethoxy-5-hydroxymethyl-phenol

: 937018-53-6
methyl (RS)-(4-cyano-phenylamino)-[ 3-ethoxy-5-(1-methanesulfonyl-piperidin-4-yloxy)-phenyl]-acetate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 83 percent / K₂CO₃ / dimethylformamide / 65 °C

2.1: 81 percent / MnO₂ / 1,2-dichloro-ethane / 50 °C

3.1: methanol

3.2: BF₃-OEt₂ / 0 °C

4.1: H₂O

5.1: 70 percent / H₂ / Pd/C / tetrahydrofuran; ethanol

6.1: PPh₃; DEAD / tetrahydrofuran

7.1: HCl / ethyl acetate

8.1: 44 percent / DIPEA / tetrahydrofuran

With hydrogenchloride; manganese(IV) oxide; water; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 6.1: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2005.04.079