N-(cyclohexyl)-N'-[trans-(3R,4R)-1-(4-methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl]thiourea

Base Information

• Chemical Name: N-(cyclohexyl)-N'-[trans-(3R,4R)-1-(4-methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl]thiourea
• CAS No.: 1181819-30-6
• Molecular Formula: C₂₃H₂₇N₃O₂S
• Molecular Weight: 409.552

Synonyms:N-(cyclohexyl)-N'-[trans-(3R,4R)-1-(4-methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl]thiourea

Chemical Property of N-(cyclohexyl)-N'-[trans-(3R,4R)-1-(4-methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl]thiourea

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Technology Process of N-(cyclohexyl)-N'-[trans-(3R,4R)-1-(4-methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl]thiourea

There total 2 articles about N-(cyclohexyl)-N'-[trans-(3R,4R)-1-(4-methoxyphenyl)-2-oxo-4-phenylazetidin-3-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: 72.0%

trans-(-)-(3R,4R)-3-amino-1-(4-methoxyphenyl)-4-phenylazetidin-2-one (130697-49-3,130697-50-6,130697-51-7,130632-10-9) + 1-cyclohexyl-4-isothiocyanato-benzene (78290-46-7) → N-(cyclohexyl)-N'-[trans-(3R,4R)-1-(4-methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl]thiourea (1181819-30-6)

Guidance literature:

In acetonitrile; at 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2015.10.101

Reference yield: 72.0%

trans-(-)-(3R,4R)-3-amino-1-(4-methoxyphenyl)-4-phenylazetidin-2-one (130697-49-3,130697-50-6,130697-51-7,130632-10-9) + isothiocyanatocyclohexane (1122-82-3) → N-(cyclohexyl)-N'-[trans-(3R,4R)-1-(4-methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl]thiourea (1181819-30-6)

Guidance literature:

In acetonitrile; at 20 ℃;

DOI:10.3987/COM-09-11668

Reference yield: 77.0%

N-(cyclohexyl)-N'-[trans-(3R,4R)-1-(4-methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl]thiourea (1181819-30-6) + ethyl bromoacetate (105-36-2) → 2-(cyclohexyl)imino-3-[trans-(3'R,4'R)-1'-(4-methoxyphenyl)-2'-oxo-4'-phenylazetidin-3'-yl]thiazolidin-4-one (1181819-46-4)

Guidance literature:

With sodium carbonate; In acetonitrile; at 40 - 60 ℃; regioselective reaction;

DOI:10.3987/COM-09-11668

upstream raw materials:

trans-(-)-(3R,4R)-3-amino-1-(4-methoxyphenyl)-4-phenylazetidin-2-one

isothiocyanatocyclohexane

1-cyclohexyl-4-isothiocyanato-benzene

Downstream raw materials:

2-(cyclohexyl)imino-3-[trans-(3'R,4'R)-1'-(4-methoxyphenyl)-2'-oxo-4'-phenylazetidin-3'-yl]thiazolidin-4-one

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