4-(piperidin-1-yl)-1,2,5-thiadiazol-3-yl morpholine-4-carboxylate

Base Information

• Chemical Name: 4-(piperidin-1-yl)-1,2,5-thiadiazol-3-yl morpholine-4-carboxylate
• CAS No.: 501104-16-1
• Molecular Formula: C₁₂H₁₈N₄O₃S
• Molecular Weight: 298.366

Synonyms:

Chemical Property of 4-(piperidin-1-yl)-1,2,5-thiadiazol-3-yl morpholine-4-carboxylate

Chemical Property:

Purity/Quality:

99%, ^*data from raw suppliers

Lalistat1 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Lalistat 1 is used in the synthetic preparation of thiadiazole carbamates as inhibitors of lysosomal acid lipase and potential Niemann-Pick type C disease therapeutics.

Technology Process of 4-(piperidin-1-yl)-1,2,5-thiadiazol-3-yl morpholine-4-carboxylate

There total 3 articles about 4-(piperidin-1-yl)-1,2,5-thiadiazol-3-yl morpholine-4-carboxylate 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: 76.0%

4-morpholinocarbonyl chloride (15159-40-7) + 3-hydroxy-4-(piperidin-1-yl)-1,2,5-thiadiazole (891028-86-7) → 4-(piperidin-1-yl)-1,2,5-thiadiazol-3-yl morpholine-4-carboxylate (501104-16-1)

Guidance literature:

3-hydroxy-4-(piperidin-1-yl)-1,2,5-thiadiazole; With potassium tert-butylate; In tetrahydrofuran; at 22 ℃; for 0.166667h; Inert atmosphere;

4-morpholinocarbonyl chloride; In tetrahydrofuran; at 22 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jm100499s

Reference yield:

3-(piperidin-1-yl)-4-chloro-1,2,5-thiadiazole (173053-54-8) → 4-(piperidin-1-yl)-1,2,5-thiadiazol-3-yl morpholine-4-carboxylate (501104-16-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / dimethyl sulfoxide; water / Reflux

2.1: potassium tert-butylate / tetrahydrofuran / 0 °C

2.2: 20 - 25 °C / Inert atmosphere

With potassium tert-butylate; potassium hydroxide; In tetrahydrofuran; water; dimethyl sulfoxide;

DOI:10.1002/cmdc.201402453

Reference yield:

piperidine (110-89-4) → 4-(piperidin-1-yl)-1,2,5-thiadiazol-3-yl morpholine-4-carboxylate (501104-16-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 110 - 120 °C

2.1: potassium hydroxide / dimethyl sulfoxide; water / Reflux

3.1: potassium tert-butylate / tetrahydrofuran / 0 °C

3.2: 20 - 25 °C / Inert atmosphere

With potassium tert-butylate; potassium hydroxide; In tetrahydrofuran; water; dimethyl sulfoxide;

DOI:10.1002/cmdc.201402453

upstream raw materials:

4-morpholinocarbonyl chloride

3-hydroxy-4-(piperidin-1-yl)-1,2,5-thiadiazole

3-(piperidin-1-yl)-4-chloro-1,2,5-thiadiazole

piperidine

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