{(3R,4S)-4-[(2R,3R)-3-(6-Methoxy-quinolin-4-yl)-oxiranylmethyl]-3-vinyl-piperidin-1-yl}-phenyl-methanone

Base Information

Chemical Name:{(3R,4S)-4-[(2R,3R)-3-(6-Methoxy-quinolin-4-yl)-oxiranylmethyl]-3-vinyl-piperidin-1-yl}-phenyl-methanone
CAS No.:708254-82-4
Molecular Formula:C₂₇H₂₈N₂O₃
Molecular Weight:428.531
Hs Code.:

Synonyms:{(3R,4S)-4-[(2R,3R)-3-(6-Methoxy-quinolin-4-yl)-oxiranylmethyl]-3-vinyl-piperidin-1-yl}-phenyl-methanone

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Chemical Property of {(3R,4S)-4-[(2R,3R)-3-(6-Methoxy-quinolin-4-yl)-oxiranylmethyl]-3-vinyl-piperidin-1-yl}-phenyl-methanone

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Technology Process of {(3R,4S)-4-[(2R,3R)-3-(6-Methoxy-quinolin-4-yl)-oxiranylmethyl]-3-vinyl-piperidin-1-yl}-phenyl-methanone

There total 12 articles about {(3R,4S)-4-[(2R,3R)-3-(6-Methoxy-quinolin-4-yl)-oxiranylmethyl]-3-vinyl-piperidin-1-yl}-phenyl-methanone 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: 96.0%

: 708254-81-3
{(3R,4S)-4-[(2R,3R)-2,3-Dihydroxy-3-(6-methoxy-quinolin-4-yl)-propyl]-3-vinyl-piperidin-1-yl}-phenyl-methanone

: 708254-82-4
{(3R,4S)-4-[(2R,3R)-3-(6-Methoxy-quinolin-4-yl)-oxiranylmethyl]-3-vinyl-piperidin-1-yl}-phenyl-methanone

Guidance literature:: {(3R,4S)-4-[(2R,3R)-2,3-Dihydroxy-3-(6-methoxy-quinolin-4-yl)-propyl]-3-vinyl-piperidin-1-yl}-phenyl-methanone; With Trimethyl orthoacetate; pyridinium p-toluenesulfonate; In dichloromethane;

With chloro-trimethyl-silane; potassium carbonate; In methanol; Further stages.;
DOI:10.1016/j.tetlet.2004.03.085

Reference yield:

: 92288-15-8
(6-methoxyquinolin-4-yl)methanol

: 708254-82-4
{(3R,4S)-4-[(2R,3R)-3-(6-Methoxy-quinolin-4-yl)-oxiranylmethyl]-3-vinyl-piperidin-1-yl}-phenyl-methanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: SOCl₂ / CH₂Cl₂ / Heating

2.1: n-BuLi / tetrahydrofuran

3.1: 82 percent / NaH / tetrahydrofuran / 20 °C

4.1: AD-mix-β / 0 - 20 °C

5.1: MeC(OMe)3; PPTS / CH₂Cl₂

5.2: 96 percent / TMSCl; K₂CO₃ / methanol

With Trimethyl orthoacetate; n-butyllithium; thionyl chloride; AD-mix-β; pyridinium p-toluenesulfonate; sodium hydride; In tetrahydrofuran; dichloromethane; 5.1: Sharpless epoxidation;
DOI:10.1016/j.tetlet.2004.03.085

Reference yield:

: 35189-37-8
(+)-N-benzoylmeroquinene aldehyde

: 708254-82-4
{(3R,4S)-4-[(2R,3R)-3-(6-Methoxy-quinolin-4-yl)-oxiranylmethyl]-3-vinyl-piperidin-1-yl}-phenyl-methanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 82 percent / NaH / tetrahydrofuran / 20 °C

2.1: AD-mix-β / 0 - 20 °C

3.1: MeC(OMe)3; PPTS / CH₂Cl₂

3.2: 96 percent / TMSCl; K₂CO₃ / methanol

With Trimethyl orthoacetate; AD-mix-β; pyridinium p-toluenesulfonate; sodium hydride; In tetrahydrofuran; dichloromethane; 3.1: Sharpless epoxidation;
DOI:10.1016/j.tetlet.2004.03.085