S-(1-(4-((4,6-dichloropyrimidin-2-yl)amino)-1-tosylpiperidin-4-yl)-5-oxohexan-2-yl)-O-ethyl carbonodithioate

Base Information

• Chemical Name: S-(1-(4-((4,6-dichloropyrimidin-2-yl)amino)-1-tosylpiperidin-4-yl)-5-oxohexan-2-yl)-O-ethyl carbonodithioate
• CAS No.: 1609547-83-2
• Molecular Formula: C₂₅H₃₂Cl₂N₄O₄S₃
• Molecular Weight: 619.657

Synonyms:S-(1-(4-((4,6-dichloropyrimidin-2-yl)amino)-1-tosylpiperidin-4-yl)-5-oxohexan-2-yl)-O-ethyl carbonodithioate

Chemical Property of S-(1-(4-((4,6-dichloropyrimidin-2-yl)amino)-1-tosylpiperidin-4-yl)-5-oxohexan-2-yl)-O-ethyl carbonodithioate

Chemical Property:

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Technology Process of S-(1-(4-((4,6-dichloropyrimidin-2-yl)amino)-1-tosylpiperidin-4-yl)-5-oxohexan-2-yl)-O-ethyl carbonodithioate

There total 3 articles about S-(1-(4-((4,6-dichloropyrimidin-2-yl)amino)-1-tosylpiperidin-4-yl)-5-oxohexan-2-yl)-O-ethyl carbonodithioate 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: 89.0%

O-ethyl S-2-oxopropyl carbonodithioate (49762-80-3) + N-(4-allyl-1-tosylpiperidin-4-yl)-4,6-dichloropyrimidin-2-amine (1609547-75-2) → S-(1-(4-((4,6-dichloropyrimidin-2-yl)amino)-1-tosylpiperidin-4-yl)-5-oxohexan-2-yl)-O-ethyl carbonodithioate (1609547-83-2)

Guidance literature:

With dilauryl peroxide; In ethyl acetate; Inert atmosphere; Reflux;

DOI:10.1021/ol501104h

Reference yield:

N-tosyl-4-piperidone (33439-27-9) → S-(1-(4-((4,6-dichloropyrimidin-2-yl)amino)-1-tosylpiperidin-4-yl)-5-oxohexan-2-yl)-O-ethyl carbonodithioate (1609547-83-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ammonia / methanol / 0.25 h / 20 °C / Inert atmosphere

1.2: 16 h / 20 °C / Inert atmosphere

2.1: triethylamine / tetrahydrofuran / 72 h / 90 °C / Inert atmosphere; Sealed tube

3.1: dilauryl peroxide / ethyl acetate / Inert atmosphere; Reflux

With dilauryl peroxide; ammonia; triethylamine; In tetrahydrofuran; methanol; ethyl acetate;

DOI:10.1021/ol501104h

Reference yield:

4-allyl-1-tosylpiperidin-4-amine (1414889-98-7) → S-(1-(4-((4,6-dichloropyrimidin-2-yl)amino)-1-tosylpiperidin-4-yl)-5-oxohexan-2-yl)-O-ethyl carbonodithioate (1609547-83-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 72 h / 90 °C / Inert atmosphere; Sealed tube

2: dilauryl peroxide / ethyl acetate / Inert atmosphere; Reflux

With dilauryl peroxide; triethylamine; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/ol501104h

upstream raw materials:

O-ethyl S-2-oxopropyl carbonodithioate

N-(4-allyl-1-tosylpiperidin-4-yl)-4,6-dichloropyrimidin-2-amine

N-tosyl-4-piperidone

4-allyl-1-tosylpiperidin-4-amine

Downstream raw materials:

6'-chloro-4'-(3-oxobutyl)-1-tosyl-3',4'-dihydrospiro[piperidine-4,2'-pyrimido[1,2-a]pyrimidin]-8'-(1'H)-one

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