N-{2-[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]-1,1-dimethylethyl}-2-(tetrahydropyran-4-yl)acetamide

Base Information

• Chemical Name: N-{2-[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]-1,1-dimethylethyl}-2-(tetrahydropyran-4-yl)acetamide
• CAS No.: 959937-91-8
• Molecular Formula: C₃₆H₅₃N₃O₇S
• Molecular Weight: 671.899
• Mol file: 959937-91-8.mol

Synonyms:N-{2-[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]-1,1-dimethylethyl}-2-(tetrahydropyran-4-yl)acetamide

Chemical Property of N-{2-[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]-1,1-dimethylethyl}-2-(tetrahydropyran-4-yl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{2-[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]-1,1-dimethylethyl}-2-(tetrahydropyran-4-yl)acetamide

There total 25 articles about N-{2-[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]-1,1-dimethylethyl}-2-(tetrahydropyran-4-yl)acetamide 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:

2-(tetrahydro-2H-pyran-4-yl)acetyl chloride (40500-05-8) + 2-[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]-1,1-dimethyl-ethylamine (959937-92-9) → N-{2-[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]-1,1-dimethylethyl}-2-(tetrahydropyran-4-yl)acetamide (959937-91-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;

Reference yield:

2-(tetrahydro-2H-pyran-4-yl)acetic acid (85064-61-5) + 2-[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]-1,1-dimethyl-ethylamine (959937-92-9) → N-{2-[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]-1,1-dimethylethyl}-2-(tetrahydropyran-4-yl)acetamide (959937-91-8)

Guidance literature:

2-(tetrahydro-2H-pyran-4-yl)acetic acid; With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; In dichloromethane; at 20 ℃; for 1.5h;

2-[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]-1,1-dimethyl-ethylamine; With triethylamine; In dichloromethane; at 0 - 20 ℃;

Reference yield:

(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-ylmethyl methanesulphonate (959937-45-2) → N-{2-[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulphonyl)piperidin-2-yl]-1,1-dimethylethyl}-2-(tetrahydropyran-4-yl)acetamide (959937-91-8)

Guidance literature:

Multi-step reaction with 9 steps

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

2.1: lithium diisopropyl amide / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C

2.2: 4 h / -78 - 0 °C

3.1: methanol; sodium hydroxide; water / tetrahydrofuran / 4 h / 20 - 60 °C

3.2: 20 °C

4.1: triethylamine / tetrahydrofuran / 1 h / 0 °C

5.1: sodium azide / tetrahydrofuran; water / 0.75 h / 0 °C

6.1: toluene / 2 h / 115 °C

7.1: 2 h / 120 °C

8.1: hydrogen / palladium on activated charcoal / methanol / 2 h / 20 °C

9.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C

With methanol; sodium hydroxide; sodium azide; water; hydrogen; triethylamine; lithium bromide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; water; N,N-dimethyl-formamide; toluene;

upstream raw materials:

2-(tetrahydro-2H-pyran-4-yl)acetyl chloride

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

2-(tetrahydro-2H-pyran-4-yl)acetic acid

6-chloromethyl-4-(3-methoxy-propyl)-4H-benzo[1,4]oxazin-3-one