1-(3,5-bis(trifluoromethyl)phenyl)-3-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-1-(piperidin-1-yl)butan-2-yl)thiourea

Base Information

• Chemical Name: 1-(3,5-bis(trifluoromethyl)phenyl)-3-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-1-(piperidin-1-yl)butan-2-yl)thiourea
• CAS No.: 1361938-74-0
• Molecular Formula: C₂₄H₃₇F₆N₃OSSi
• Molecular Weight: 557.719

Synonyms:1-(3,5-bis(trifluoromethyl)phenyl)-3-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-1-(piperidin-1-yl)butan-2-yl)thiourea

Chemical Property of 1-(3,5-bis(trifluoromethyl)phenyl)-3-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-1-(piperidin-1-yl)butan-2-yl)thiourea

Chemical Property:

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Technology Process of 1-(3,5-bis(trifluoromethyl)phenyl)-3-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-1-(piperidin-1-yl)butan-2-yl)thiourea

There total 9 articles about 1-(3,5-bis(trifluoromethyl)phenyl)-3-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-1-(piperidin-1-yl)butan-2-yl)thiourea 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: 96.0%

C18H23F6N3OS + tert-butyldimethylsilyl chloride (18162-48-6) → 1-(3,5-bis(trifluoromethyl)phenyl)-3-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-1-(piperidin-1-yl)butan-2-yl)thiourea (1361938-74-0)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2019.151382

Reference yield: 95.0%

(2R,3R)-3-((tert-butyldimethylsilyl)oxy)-1-(piperidin-1-yl)butan-2-amine (1361938-79-5) + 3,5-bistrifluoromethylphenylisothiocyanate (23165-29-9) → 1-(3,5-bis(trifluoromethyl)phenyl)-3-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-1-(piperidin-1-yl)butan-2-yl)thiourea (1361938-74-0)

Guidance literature:

In dichloromethane; for 4h;

DOI:10.1002/chem.201102796

Reference yield:

(4R,5R)-tert-butyl 2,2,5-trimethyl-4-(piperidin-1-ylmethyl)oxazolidine-3-carboxylate (1361938-77-3) → 1-(3,5-bis(trifluoromethyl)phenyl)-3-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-1-(piperidin-1-yl)butan-2-yl)thiourea (1361938-74-0)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / dichloromethane

2: dmap; triethylamine / dichloromethane / 24 h / 20 °C

3: dichloromethane / 4 h

With dmap; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1002/chem.201102796

upstream raw materials:

(4R,5R)-tert-butyl 2,2,5-trimethyl-4-(piperidin-1-ylmethyl)oxazolidine-3-carboxylate

(2R,3R)-3-((tert-butyldimethylsilyl)oxy)-1-(piperidin-1-yl)butan-2-amine

3,5-bistrifluoromethylphenylisothiocyanate

C₁₇H₂₆N₂O₃

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