benzyl (R)-2,2-difluoro-1-[(S)-oxiran-2-yl]-2-phenylethylcarbamate

Base Information

Chemical Name:benzyl (R)-2,2-difluoro-1-[(S)-oxiran-2-yl]-2-phenylethylcarbamate
CAS No.:1357257-22-7
Molecular Formula:C₁₈H₁₇F₂NO₃
Molecular Weight:333.335
Hs Code.:

Synonyms:

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Chemical Property of benzyl (R)-2,2-difluoro-1-[(S)-oxiran-2-yl]-2-phenylethylcarbamate

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Technology Process of benzyl (R)-2,2-difluoro-1-[(S)-oxiran-2-yl]-2-phenylethylcarbamate

There total 7 articles about benzyl (R)-2,2-difluoro-1-[(S)-oxiran-2-yl]-2-phenylethylcarbamate 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: 44.0%

: 1357257-17-0
benzyloxycarbonyl-[(1R)-1-(phenyldifluoromethyl)allyl]amine

: 1357257-21-6
benzyl (R)-2,2-difluoro-1-[(R)-oxiran-2-yl]-2-phenylethylcarbamate

: 1357257-22-7
benzyl (R)-2,2-difluoro-1-[(S)-oxiran-2-yl]-2-phenylethylcarbamate

Guidance literature:: benzyloxycarbonyl-[(1R)-1-(phenyldifluoromethyl)allyl]amine; With 1,1,1-trifluoro-2-propanone; edetate disodium; In water; acetonitrile; at 0 ℃;

With potassium peroxymonosulfate; sodium hydrogencarbonate; In water; acetonitrile; for 3h; optical yield given as %de;
DOI:10.1002/chem.201102078

Reference yield:

: 1-ethoxy-2,2-difluoro-2-phenylethanol

: 1357257-22-7
benzyl (R)-2,2-difluoro-1-[(S)-oxiran-2-yl]-2-phenylethylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: titanium(IV) tetraethanolate / 70 °C

2.1: ethene; toluene / -60 - -25 °C

3.1: hydrogenchloride / 1,4-dioxane; methanol / 2 h

4.1: dmap; potassium carbonate / 18 h / 20 °C

5.1: 1,1,1-trifluoro-2-propanone; edetate disodium / water; acetonitrile / 0 °C

5.2: 3 h

With hydrogenchloride; dmap; titanium(IV) tetraethanolate; 1,1,1-trifluoro-2-propanone; edetate disodium; potassium carbonate; In 1,4-dioxane; methanol; ethene; water; toluene; acetonitrile;
DOI:10.1002/chem.201102078

Reference yield:

: 1361944-79-7
N-[1-ethoxy-2-phenyl-2,2-difluoroethyl]-(R)-tert-butylsulfinamide

: 1357257-22-7
benzyl (R)-2,2-difluoro-1-[(S)-oxiran-2-yl]-2-phenylethylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: ethene; toluene / -60 - -25 °C

2.1: hydrogenchloride / 1,4-dioxane; methanol / 2 h

3.1: dmap; potassium carbonate / 18 h / 20 °C

4.1: 1,1,1-trifluoro-2-propanone; edetate disodium / water; acetonitrile / 0 °C

4.2: 3 h

With hydrogenchloride; dmap; 1,1,1-trifluoro-2-propanone; edetate disodium; potassium carbonate; In 1,4-dioxane; methanol; ethene; water; toluene; acetonitrile;
DOI:10.1002/chem.201102078