6-[(3R,4R,6S)-6-bromomethyl-4-(4-methoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidin-3-yloxymethyl]-4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazine

Base Information

Chemical Name:6-[(3R,4R,6S)-6-bromomethyl-4-(4-methoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidin-3-yloxymethyl]-4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazine
CAS No.:911706-34-8
Molecular Formula:C₃₃H₄₁BrN₂O₆S
Molecular Weight:673.668
Hs Code.:

Synonyms:6-[(3R,4R,6S)-6-bromomethyl-4-(4-methoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidin-3-yloxymethyl]-4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazine

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Chemical Property of 6-[(3R,4R,6S)-6-bromomethyl-4-(4-methoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidin-3-yloxymethyl]-4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazine

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Technology Process of 6-[(3R,4R,6S)-6-bromomethyl-4-(4-methoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidin-3-yloxymethyl]-4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazine

There total 9 articles about 6-[(3R,4R,6S)-6-bromomethyl-4-(4-methoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidin-3-yloxymethyl]-4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazine 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:

: 911705-65-2
(2S,4R,5R)-methanesulfonic acid 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-ylmethyl ester

: 911706-34-8
6-[(3R,4R,6S)-6-bromomethyl-4-(4-methoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidin-3-yloxymethyl]-4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazine

Guidance literature:: With lithium bromide; In N,N-dimethyl-formamide; at 65 ℃; for 14h;

Reference yield:

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

: 911706-34-8
6-[(3R,4R,6S)-6-bromomethyl-4-(4-methoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidin-3-yloxymethyl]-4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazine

Guidance literature:: Multi-step reaction with 9 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

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

Reference yield:

: 5720-07-0
4-methoxyphenylboronic acid

: 911706-34-8
6-[(3R,4R,6S)-6-bromomethyl-4-(4-methoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidin-3-yloxymethyl]-4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazine

Guidance literature:: Multi-step reaction with 9 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

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