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

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]acetonitrile
CAS No.:959937-44-1
Molecular Formula:C₂₇H₃₅N₃O₅S
Molecular Weight:513.658
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]acetonitrile

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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]acetonitrile

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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]acetonitrile

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]acetonitrile 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

: 143-33-9,25596-52-5
sodium cyanide

: 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

Guidance literature:: In dimethyl sulfoxide; at 60 ℃; for 20h;

Reference yield:

: 773837-37-9
sodium cyanide

: 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

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

Guidance literature:: In dimethyl sulfoxide; at 60 ℃; for 20h;

Reference yield:

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

: 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

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: dimethyl sulfoxide / 20 h / 60 °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; dimethyl sulfoxide; N,N-dimethyl-formamide;