3-[(2S,4R,5R)-4-[4-hydroxy-phenyl]-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid

Base Information

Chemical Name:3-[(2S,4R,5R)-4-[4-hydroxy-phenyl]-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid
CAS No.:911707-18-1
Molecular Formula:C₃₆H₄₆N₂O₈S
Molecular Weight:666.836
Hs Code.:

3-[(2S,4R,5R)-4-[4-hydroxy-phenyl]-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid

Synonyms:3-[(2S,4R,5R)-4-[4-hydroxy-phenyl]-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid

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Chemical Property of 3-[(2S,4R,5R)-4-[4-hydroxy-phenyl]-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid

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Technology Process of 3-[(2S,4R,5R)-4-[4-hydroxy-phenyl]-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid

There total 13 articles about 3-[(2S,4R,5R)-4-[4-hydroxy-phenyl]-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid 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:

: 911706-32-6
3-[(2S,4R,5R)-4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid

: 911707-18-1
3-[(2S,4R,5R)-4-[4-hydroxy-phenyl]-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid

Guidance literature:: With sodium thioethylate; In N,N-dimethyl-formamide; at 95 ℃; for 48h;

Reference yield:

: 5720-07-0
4-methoxyphenylboronic acid

: 911707-18-1
3-[(2S,4R,5R)-4-[4-hydroxy-phenyl]-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid

Guidance literature:: Multi-step reaction with 12 steps

1.1: sodium carbonate; lithium chloride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; ethanol; water / 3 - 6 h / 75 °C

2.1: borane-THF / tetrahydrofuran / 2 - 6 h / 40 °C

3.1: trifluorormethanesulfonic acid / dichloromethane / 3 h / -30 - 0 °C

4.1: ammonium cerium(IV) nitrate; water / acetonitrile / 0.5 h / 0 °C

5.1: borane-THF / tetrahydrofuran / 2 - 8 h / 50 °C

6.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

7.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C

7.2: 0 - 20 °C

8.1: triethylamine / dichloromethane / 1 h / 0 °C

9.1: lithium bromide / N,N-dimethyl-formamide / 14 h / 65 °C

10.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C

10.2: 0.5 h / -78 °C

10.3: 1.17 h / -78 - -12 °C

11.1: sodium hydroxide; water / tetrahydrofuran; ethanol / 4 h / 65 °C

11.2: pH 2

12.1: sodium thioethylate / N,N-dimethyl-formamide / 48 h / 95 °C

With dmap; sodium hydroxide; lithium aluminium tetrahydride; borane-THF; ammonium cerium(IV) nitrate; trifluorormethanesulfonic acid; water; sodium carbonate; triethylamine; lithium chloride; lithium bromide; lithium diisopropyl amide; sodium thioethylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 911705-05-0
(S)-1-(4-methoxy-phenyl)-4-trifluoromethanesulfonyloxy-1,2,3,6-tetrahydropyridine-2-carboxylic acid ethyl ester

: 911707-18-1
3-[(2S,4R,5R)-4-[4-hydroxy-phenyl]-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid

Guidance literature:: Multi-step reaction with 12 steps

1.1: sodium carbonate; lithium chloride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; ethanol; water / 3 - 6 h / 75 °C

2.1: borane-THF / tetrahydrofuran / 2 - 6 h / 40 °C

3.1: trifluorormethanesulfonic acid / dichloromethane / 3 h / -30 - 0 °C

4.1: ammonium cerium(IV) nitrate; water / acetonitrile / 0.5 h / 0 °C

5.1: borane-THF / tetrahydrofuran / 2 - 8 h / 50 °C

6.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

7.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C

7.2: 0 - 20 °C

8.1: triethylamine / dichloromethane / 1 h / 0 °C

9.1: lithium bromide / N,N-dimethyl-formamide / 14 h / 65 °C

10.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C

10.2: 0.5 h / -78 °C

10.3: 1.17 h / -78 - -12 °C

11.1: sodium hydroxide; water / tetrahydrofuran; ethanol / 4 h / 65 °C

11.2: pH 2

12.1: sodium thioethylate / N,N-dimethyl-formamide / 48 h / 95 °C

With dmap; sodium hydroxide; lithium aluminium tetrahydride; borane-THF; ammonium cerium(IV) nitrate; trifluorormethanesulfonic acid; water; sodium carbonate; triethylamine; lithium chloride; lithium bromide; lithium diisopropyl amide; sodium thioethylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;