6-[(3R,6S)-6-bromomethyl-1-(toluene-4-sulphonyl)piperidin-3-yloxymethyl]-4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazine

Base Information

Chemical Name:6-[(3R,6S)-6-bromomethyl-1-(toluene-4-sulphonyl)piperidin-3-yloxymethyl]-4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazine
CAS No.:959937-55-4
Molecular Formula:C₂₆H₃₅BrN₂O₅S
Molecular Weight:567.544
Hs Code.:

Synonyms:6-[(3R,6S)-6-bromomethyl-1-(toluene-4-sulphonyl)piperidin-3-yloxymethyl]-4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazine

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

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

There total 9 articles about 6-[(3R,6S)-6-bromomethyl-1-(toluene-4-sulphonyl)piperidin-3-yloxymethyl]-4-(3-methoxypropyl)-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:

: 959937-45-2
(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-ylmethyl methanesulphonate

: 959937-55-4
6-[(3R,6S)-6-bromomethyl-1-(toluene-4-sulphonyl)piperidin-3-yloxymethyl]-4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazine

Guidance literature:: With lithium bromide; In N,N-dimethyl-formamide; at 65 ℃; for 19h; Product distribution / selectivity;

Reference yield:

: 959937-51-0
benzyl (2S,5R)-5-hydroxy-6-oxopiperidine-2-carboxylate

: 959937-55-4
6-[(3R,6S)-6-bromomethyl-1-(toluene-4-sulphonyl)piperidin-3-yloxymethyl]-4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazine

Guidance literature:: Multi-step reaction with 8 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 66 °C

1.2: 0 °C

1.3: pH > 11

2.1: hydrogenchloride; sodium carbonate / tetrahydrofuran; water / 22 h / 70 °C / pH 8

3.1: 1H-imidazole / N,N-dimethyl-formamide / 42 h / 20 °C

4.1: tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 0.25 h / 20 °C

4.2: 3 h / 20 °C

5.1: borane-THF / tetrahydrofuran / 2 - 8 h / 20 - 50 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C

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

8.1: lithium bromide / N,N-dimethyl-formamide / 19 h / 65 °C

With 1H-imidazole; hydrogenchloride; lithium aluminium tetrahydride; borane-THF; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium carbonate; triethylamine; lithium bromide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 959937-50-9
(3R,6S)-6-hydroxymethyl-1-(toluene-4-sulphonyl)piperidin-3-ol

: 959937-55-4
6-[(3R,6S)-6-bromomethyl-1-(toluene-4-sulphonyl)piperidin-3-yloxymethyl]-4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 42 h / 20 °C

2.1: tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 0.25 h / 20 °C

2.2: 3 h / 20 °C

3.1: borane-THF / tetrahydrofuran / 2 - 8 h / 20 - 50 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C

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

6.1: lithium bromide / N,N-dimethyl-formamide / 19 h / 65 °C

With 1H-imidazole; borane-THF; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; triethylamine; lithium bromide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;