(8R)-8-({[tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-3-{1-[4-(5-methylpyrimidin-2-yl)phenyl]cyclopropyl}-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine

Base Information

• Chemical Name: (8R)-8-({[tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-3-{1-[4-(5-methylpyrimidin-2-yl)phenyl]cyclopropyl}-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine
• CAS No.: 1403396-63-3
• Molecular Formula: C₂₈H₃₉N₅OSSi
• Molecular Weight: 521.802
• Mol file: 1403396-63-3.mol

Synonyms:(8R)-8-({[tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-3-{1-[4-(5-methylpyrimidin-2-yl)phenyl]cyclopropyl}-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine

Chemical Property of (8R)-8-({[tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-3-{1-[4-(5-methylpyrimidin-2-yl)phenyl]cyclopropyl}-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (8R)-8-({[tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-3-{1-[4-(5-methylpyrimidin-2-yl)phenyl]cyclopropyl}-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine

There total 6 articles about (8R)-8-({[tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-3-{1-[4-(5-methylpyrimidin-2-yl)phenyl]cyclopropyl}-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine 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: 62.0%

2-chloro-5-methylpyrimidine (22536-61-4) + (8R)-8-({[tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-3-{1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl}-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine (1403396-62-2) → (8R)-8-({[tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-3-{1-[4-(5-methylpyrimidin-2-yl)phenyl]cyclopropyl}-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine (1403396-63-3)

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine; In 1,4-dioxane; water; at 140 ℃; for 2h; Microwave irradiation;

Reference yield:

4-Bromophenylacetonitrile (16532-79-9) → (8R)-8-({[tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-3-{1-[4-(5-methylpyrimidin-2-yl)phenyl]cyclopropyl}-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine (1403396-63-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 3 h / 50 °C

1.2: 72 h / 100 °C

2.1: benzotriazol-1-ol; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 15 h / 20 °C

3.1: hydrogenchloride / 1,4-dioxane; methanol / 20 °C

4.1: butan-1-ol / 6 h / 140 °C / Inert atmosphere

5.1: potassium acetate; 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct / 1,4-dioxane / 8 h / Inert atmosphere; Reflux

6.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine; potassium phosphate / 1,4-dioxane; water / 2 h / 140 °C / Microwave irradiation

With hydrogenchloride; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct; N-benzyl-N,N,N-triethylammonium chloride; potassium acetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; tricyclohexylphosphine; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; butan-1-ol;

Reference yield:

1-(4-bromophenyl)cyclopropanecarboxylic acid (345965-52-8) → (8R)-8-({[tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-3-{1-[4-(5-methylpyrimidin-2-yl)phenyl]cyclopropyl}-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine (1403396-63-3)

Guidance literature:

Multi-step reaction with 5 steps

1: benzotriazol-1-ol; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 15 h / 20 °C

2: hydrogenchloride / 1,4-dioxane; methanol / 20 °C

3: butan-1-ol / 6 h / 140 °C / Inert atmosphere

4: potassium acetate; 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct / 1,4-dioxane / 8 h / Inert atmosphere; Reflux

5: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine; potassium phosphate / 1,4-dioxane; water / 2 h / 140 °C / Microwave irradiation

With hydrogenchloride; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct; potassium acetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tricyclohexylphosphine; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; butan-1-ol;

upstream raw materials:

4-Bromophenylacetonitrile

1-(4-bromophenyl)cyclopropanecarboxylic acid

tert-butyl 2-{[1-(4-bromophenyl)cyclopropyl]carbonyl}hydrazinecarboxylate

1-(4-bromophenyl)cyclopropanecarbohydrazide

Downstream raw materials:

{(8R)-8-methyl-3-{1-[4-(5-methylpyrimidin-2-yl)phenyl]cyclopropyl}-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepin-8-yl}methanol