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

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-yl]acetaldehyde
CAS No.:959937-43-0
Molecular Formula:C₂₇H₃₆N₂O₆S
Molecular Weight:516.659
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-yl]acetaldehyde

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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-yl]acetaldehyde

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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-yl]acetaldehyde

There total 10 articles about [(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]acetaldehyde 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:

: 959937-44-1
[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]acetonitrile

: 959937-43-0
[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]acetaldehyde

Guidance literature:: [(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]acetonitrile; With diisobutylaluminium hydride; In dichloromethane; at -30 ℃; for 2h;

With hydrogenchloride; water; In dichloromethane;

Reference yield:

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

: 959937-43-0
[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]acetaldehyde

Guidance literature:: Multi-step reaction with 9 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: dimethyl sulfoxide / 20 h / 60 °C

9.1: diisobutylaluminium hydride / dichloromethane / 2 h / -30 °C

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

Reference yield:

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

: 959937-43-0
[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]acetaldehyde

Guidance literature:: Multi-step reaction with 7 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: dimethyl sulfoxide / 20 h / 60 °C

7.1: diisobutylaluminium hydride / dichloromethane / 2 h / -30 °C

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