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

Base Information

Chemical Name:(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-ylmethyl methanesulphonate
CAS No.:959937-45-2
Molecular Formula:C₂₇H₃₈N₂O₈S₂
Molecular Weight:582.739
Hs Code.:

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

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

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

There total 8 articles about (2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-ylmethyl methanesulphonate 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:

: 959937-46-3
[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]methanol

: 124-63-0
methanesulfonyl chloride

: 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

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 1h;

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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