tert-butyl (2E)-2-[(2R,S)-2-(aminocarbonyl)cyclopentylidene]-2-fluoroethyl(4-fluorobenzyl)carbamate

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Chemical Name:tert-butyl (2E)-2-[(2R,S)-2-(aminocarbonyl)cyclopentylidene]-2-fluoroethyl(4-fluorobenzyl)carbamate
CAS No.:603963-18-4
Molecular Formula:C₂₀H₂₆F₂N₂O₃
Molecular Weight:380.435
Hs Code.:

Synonyms:tert-butyl (2E)-2-[(2R,S)-2-(aminocarbonyl)cyclopentylidene]-2-fluoroethyl(4-fluorobenzyl)carbamate

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Chemical Property of tert-butyl (2E)-2-[(2R,S)-2-(aminocarbonyl)cyclopentylidene]-2-fluoroethyl(4-fluorobenzyl)carbamate

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Technology Process of tert-butyl (2E)-2-[(2R,S)-2-(aminocarbonyl)cyclopentylidene]-2-fluoroethyl(4-fluorobenzyl)carbamate

There total 8 articles about tert-butyl (2E)-2-[(2R,S)-2-(aminocarbonyl)cyclopentylidene]-2-fluoroethyl(4-fluorobenzyl)carbamate 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: 90.0%

: 603963-11-7
(1R,S)-(2E)-2-{2-[(tert-butoxycarbonyl)(4-fluorobenzyl)amino]-1-fluoroethylidene}cyclopentanecarboxylic acid

: 603963-18-4
tert-butyl (2E)-2-[(2R,S)-2-(aminocarbonyl)cyclopentylidene]-2-fluoroethyl(4-fluorobenzyl)carbamate

Guidance literature:: (1R,S)-(2E)-2-{2-[(tert-butoxycarbonyl)(4-fluorobenzyl)amino]-1-fluoroethylidene}cyclopentanecarboxylic acid; With diisopropylamine; isobutyl chloroformate; In dichloromethane; for 0.166667h;

With ammonium hydroxide; In dichloromethane; for 0.25h;
DOI:10.1021/jm0495982

Reference yield:

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

: 603963-18-4
tert-butyl (2E)-2-[(2R,S)-2-(aminocarbonyl)cyclopentylidene]-2-fluoroethyl(4-fluorobenzyl)carbamate

Guidance literature:: Multi-step reaction with 8 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

4.1: POCl₃ / CH₂Cl₂ / 1 h / 0 °C

4.2: LiAlH₄ / diethyl ether / 3 h / 0 °C

5.1: diisopropylethylamine / CH₂Cl₂ / 4 h

6.1: aq. glacial acetic acid / tetrahydrofuran / 8 h / 20 °C

7.1: 94 percent / CrO₃; aq. H₂SO₄ / acetone / 1.5 h

8.1: diisopropylamine; isobutyl chloroformate / CH₂Cl₂ / 0.17 h

8.2: 90 percent / aq. NH₃ / CH₂Cl₂ / 0.25 h

With chromium(VI) oxide; potassium hydroxide; sulfuric acid; sodium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; diisopropylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate; isobutyl chloroformate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; 7.1: Jones oxidation;
DOI:10.1021/jm0495982

Reference yield:

: 603963-05-9
(4-fluoro-benzyl)-[2-fluoro-2-(2-hydroxymethyl-cyclopentylidene)-ethyl]-carbamic acid tert-butyl ester

: 603963-18-4
tert-butyl (2E)-2-[(2R,S)-2-(aminocarbonyl)cyclopentylidene]-2-fluoroethyl(4-fluorobenzyl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 94 percent / CrO₃; aq. H₂SO₄ / acetone / 1.5 h

2.1: diisopropylamine; isobutyl chloroformate / CH₂Cl₂ / 0.17 h

2.2: 90 percent / aq. NH₃ / CH₂Cl₂ / 0.25 h

With chromium(VI) oxide; sulfuric acid; diisopropylamine; isobutyl chloroformate; In dichloromethane; acetone; 1.1: Jones oxidation;
DOI:10.1021/jm0495982