benzyl 3,5-difluoro-4-[3-hydroxy-3-(trifluoromethyl)azetidin-1-yl]phenylcarbamate

Base Information

• Chemical Name: benzyl 3,5-difluoro-4-[3-hydroxy-3-(trifluoromethyl)azetidin-1-yl]phenylcarbamate
• CAS No.: 919357-46-3
• Molecular Formula: C₁₈H₁₅F₅N₂O₃
• Molecular Weight: 402.321

Synonyms:benzyl 3,5-difluoro-4-[3-hydroxy-3-(trifluoromethyl)azetidin-1-yl]phenylcarbamate

Chemical Property of benzyl 3,5-difluoro-4-[3-hydroxy-3-(trifluoromethyl)azetidin-1-yl]phenylcarbamate

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Technology Process of benzyl 3,5-difluoro-4-[3-hydroxy-3-(trifluoromethyl)azetidin-1-yl]phenylcarbamate

There total 1 articles about benzyl 3,5-difluoro-4-[3-hydroxy-3-(trifluoromethyl)azetidin-1-yl]phenylcarbamate 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:

1-(4-amino-2,6-difluorophenyl)-3-(trifluoromethyl)azetidin-3-ol + benzyl chloroformate (501-53-1,94274-21-2) → benzyl 3,5-difluoro-4-[3-hydroxy-3-(trifluoromethyl)azetidin-1-yl]phenylcarbamate (919357-46-3)

Guidance literature:

With pyridine; In dichloromethane;

DOI:10.1016/j.bmcl.2007.07.022

Reference yield:

tert-butyl (2S)-3-chloro-2-hydroxypropylcarbamate (415684-05-8) + benzyl 3,5-difluoro-4-[3-hydroxy-3-(trifluoromethyl)azetidin-1-yl]phenylcarbamate (919357-46-3) → tert-butyl ((5S)-3-{3,5-difluoro-4-[3-hydroxy-3-(trifluoromethyl)azetidin-1-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methylcarbamate (919357-49-6)

Guidance literature:

With lithium tert-butoxide; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h;

Reference yield:

benzyl 3,5-difluoro-4-[3-hydroxy-3-(trifluoromethyl)azetidin-1-yl]phenylcarbamate (919357-46-3) + N-[(2S)-2-acetoxy-3-chloropropyl]acetamide (183905-31-9) → N-[((5S)-3-{3,5-difluoro-4-[3-hydroxy-3-(trifluoromethyl)azetidin-1-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide

Guidance literature:

With lithium tert-butoxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2007.07.022

upstream raw materials:

benzyl chloroformate

Downstream raw materials:

tert-butyl ((5S)-3-{3,5-difluoro-4-[3-hydroxy-3-(trifluoromethyl)azetidin-1-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methylcarbamate

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