(2E)-2-[(2R,S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopentylidene]-2-fluoro-N-(4-fluorobenzyl)ethanamide

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Chemical Name:(2E)-2-[(2R,S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopentylidene]-2-fluoro-N-(4-fluorobenzyl)ethanamide
CAS No.:603962-92-1
Molecular Formula:C₂₁H₃₁F₂NO₂Si
Molecular Weight:395.565
Hs Code.:

Synonyms:(2E)-2-[(2R,S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopentylidene]-2-fluoro-N-(4-fluorobenzyl)ethanamide

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Chemical Property of (2E)-2-[(2R,S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopentylidene]-2-fluoro-N-(4-fluorobenzyl)ethanamide

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Technology Process of (2E)-2-[(2R,S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopentylidene]-2-fluoro-N-(4-fluorobenzyl)ethanamide

There total 2 articles about (2E)-2-[(2R,S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopentylidene]-2-fluoro-N-(4-fluorobenzyl)ethanamide 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: 89.0%

: 140-75-0
para-fluorobenzylamine

: 603962-82-9
(2E)-[(2R,S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopentylidene](fluoro)ethanoic acid

: 603962-92-1
(2E)-2-[(2R,S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopentylidene]-2-fluoro-N-(4-fluorobenzyl)ethanamide

Guidance literature:: (2E)-[(2R,S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopentylidene](fluoro)ethanoic acid; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.0833333h;

para-fluorobenzylamine; In dichloromethane; for 3h;
DOI:10.1021/jm0495982

Reference yield:

: 129600-97-1
2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>cyclopentanone

: 603962-92-1
(2E)-2-[(2R,S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopentylidene]-2-fluoro-N-(4-fluorobenzyl)ethanamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / diethyl ether / 0.08 h / -5 °C

1.2: 33 percent / Wadsworth-Horner-Emmons reagent / diethyl ether / 4 h

2.1: 97 percent / aq. KOH / methanol / 8 h / 20 °C

3.1: diisopropylethylamine; TBTU / CH₂Cl₂ / 0.08 h

3.2: 89 percent / CH₂Cl₂ / 3 h

With potassium hydroxide; sodium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/jm0495982

Reference yield:

: 603962-92-1
(2E)-2-[(2R,S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopentylidene]-2-fluoro-N-(4-fluorobenzyl)ethanamide

: 603962-98-7
{2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentylidene]-2-fluoro-ethyl}-(4-fluoro-benzyl)-amine

Guidance literature:: (2E)-2-[(2R,S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopentylidene]-2-fluoro-N-(4-fluorobenzyl)ethanamide; With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In dichloromethane; at 0 ℃; for 2h;

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃;
DOI:10.1016/S0040-4039(03)01542-9