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

Base Information

Chemical Name:(4-fluoro-benzyl)-[2-fluoro-2-(2-hydroxymethyl-cyclopentylidene)-ethyl]-carbamic acid tert-butyl ester
CAS No.:603963-05-9
Molecular Formula:C₂₀H₂₇F₂NO₃
Molecular Weight:367.436
Hs Code.:

(4-fluoro-benzyl)-[2-fluoro-2-(2-hydroxymethyl-cyclopentylidene)-ethyl]-carbamic acid <i>tert</i>-butyl ester

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

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Chemical Property of (4-fluoro-benzyl)-[2-fluoro-2-(2-hydroxymethyl-cyclopentylidene)-ethyl]-carbamic acid tert-butyl ester

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Technology Process of (4-fluoro-benzyl)-[2-fluoro-2-(2-hydroxymethyl-cyclopentylidene)-ethyl]-carbamic acid tert-butyl ester

There total 7 articles about (4-fluoro-benzyl)-[2-fluoro-2-(2-hydroxymethyl-cyclopentylidene)-ethyl]-carbamic acid tert-butyl ester 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:

: {2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentylidene]-2-fluoro-ethyl}-(4-fluoro-benzyl)-carbamic acid tert-butyl ester

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

Guidance literature:: With acetic acid; In tetrahydrofuran; water; for 12h;
DOI:10.1016/S0040-4039(03)01542-9

Reference yield:

: 140-75-0
para-fluorobenzylamine

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

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisopropylethylamine; TBTU / CH₂Cl₂ / 0.08 h

1.2: 89 percent / CH₂Cl₂ / 3 h

2.1: POCl₃ / CH₂Cl₂ / 1 h / 0 °C

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

3.1: diisopropylethylamine / CH₂Cl₂ / 4 h

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

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm0495982

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

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