ethyl 2-(1-benzhydryl-3-(1,1-dimethylethylsulfinamido)azetidin-3-yl)-2,2-difluoroacetate

Base Information

• Chemical Name: ethyl 2-(1-benzhydryl-3-(1,1-dimethylethylsulfinamido)azetidin-3-yl)-2,2-difluoroacetate
• CAS No.: 1263296-86-1
• Molecular Formula: C₂₄H₃₀F₂N₂O₃S
• Molecular Weight: 464.577

Synonyms:ethyl 2-(1-benzhydryl-3-(1,1-dimethylethylsulfinamido)azetidin-3-yl)-2,2-difluoroacetate

Chemical Property of ethyl 2-(1-benzhydryl-3-(1,1-dimethylethylsulfinamido)azetidin-3-yl)-2,2-difluoroacetate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

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Technology Process of ethyl 2-(1-benzhydryl-3-(1,1-dimethylethylsulfinamido)azetidin-3-yl)-2,2-difluoroacetate

There total 2 articles about ethyl 2-(1-benzhydryl-3-(1,1-dimethylethylsulfinamido)azetidin-3-yl)-2,2-difluoroacetate 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: 100.0%

Ethyl bromodifluoroacetate (667-27-6) + N-(1-benzhydrylazetidin-3-ylidene)-2-methylpropane-2-sulfinamide → ethyl 2-(1-benzhydryl-3-(1,1-dimethylethylsulfinamido)azetidin-3-yl)-2,2-difluoroacetate (1263296-86-1)

Guidance literature:

Ethyl bromodifluoroacetate; With copper(l) chloride; zinc; In tetrahydrofuran; at 20 ℃; for 0.166667h; Inert atmosphere;

N-(1-benzhydrylazetidin-3-ylidene)-2-methylpropane-2-sulfinamide; In tetrahydrofuran; at 60 ℃; for 5h; Inert atmosphere;

DOI:10.1021/ol103050c

Reference yield:

N-benzhydryl 3-azetidinone (40320-60-3) → ethyl 2-(1-benzhydryl-3-(1,1-dimethylethylsulfinamido)azetidin-3-yl)-2,2-difluoroacetate (1263296-86-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 20 - 50 °C / Inert atmosphere

2.1: copper(l) chloride; zinc / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

2.2: 5 h / 60 °C / Inert atmosphere

With titanium(IV) tetraethanolate; copper(l) chloride; zinc; In tetrahydrofuran;

DOI:10.1021/ol103050c

Reference yield: 91.0%

ethyl 2-(1-benzhydryl-3-(1,1-dimethylethylsulfinamido)azetidin-3-yl)-2,2-difluoroacetate (1263296-86-1) → N-(1-benzhydryl-3-(1,1-difluoro-2-hydroxyethyl)azetidin-3-yl)-2-methylpropane-2-sulfinamide (1263296-87-2)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ol103050c

upstream raw materials:

Ethyl bromodifluoroacetate

N-benzhydryl 3-azetidinone

Downstream raw materials:

N-(1-benzhydryl-3-(1,1-difluoro-2-hydroxyethyl)azetidin-3-yl)-2-methylpropane-2-sulfinamide

6-benzhydryl-1-(tert-butylsulfinyl)-3,3-difluoro-1,6-diazaspiro[3.3]heptane

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