{[(1R,2S,3S)-3-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-2-(4-fluoro-phenyl)-cyclopentyl]-methyl-amino}-acetic acid tert-butyl ester

Base Information

Chemical Name:{[(1R,2S,3S)-3-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-2-(4-fluoro-phenyl)-cyclopentyl]-methyl-amino}-acetic acid tert-butyl ester
CAS No.:190269-93-3
Molecular Formula:C₂₈H₃₂F₇NO₃
Molecular Weight:563.556
Hs Code.:

Synonyms:{[(1R,2S,3S)-3-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-2-(4-fluoro-phenyl)-cyclopentyl]-methyl-amino}-acetic acid tert-butyl ester

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Chemical Property of {[(1R,2S,3S)-3-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-2-(4-fluoro-phenyl)-cyclopentyl]-methyl-amino}-acetic acid tert-butyl ester

Chemical Property:

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Technology Process of {[(1R,2S,3S)-3-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-2-(4-fluoro-phenyl)-cyclopentyl]-methyl-amino}-acetic acid tert-butyl ester

There total 14 articles about {[(1R,2S,3S)-3-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-2-(4-fluoro-phenyl)-cyclopentyl]-methyl-amino}-acetic 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: 93.0%

: 190271-59-1
[(1R,2S,3S)-3-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-2-(4-fluoro-phenyl)-cyclopentyl]-methyl-amine

: 5292-43-3
bromoacetic acid tert-butyl ester

: 190269-93-3
{[(1R,2S,3S)-3-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-2-(4-fluoro-phenyl)-cyclopentyl]-methyl-amino}-acetic acid tert-butyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 50 ℃;
DOI:10.1016/j.bmcl.2006.06.044

Reference yield:

: (1S,2S,3R)-2-(4-Fluoro-phenyl)-3-hydroxy-cyclopentanecarboxylic acid methyl ester

: 190269-93-3
{[(1R,2S,3S)-3-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-2-(4-fluoro-phenyl)-cyclopentyl]-methyl-amino}-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: NaOH / methanol

2: HCl

3: HBF₄

4: 98 percent / NaOH / methanol / 60 °C

5: oxalyl chloride; DMF / CH₂Cl₂

6: aq. NaN₃ / acetone / -10 °C

7: toluene / 80 °C

8: DIPEA; DMAP / toluene / 100 °C

9: NaH / dimethylformamide

10: H₂ / Pd/C / ethanol

11: 93 percent / DIPEA / acetonitrile / 50 °C

With hydrogenchloride; dmap; sodium hydroxide; tetrafluoroboric acid; sodium azide; oxalyl dichloride; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 7: Curtius rearrangement;
DOI:10.1016/j.bmcl.2006.06.044

Reference yield:

: 190269-78-4
(1R,2R,3S)-2-(4-fluorophenyl)-3-hydroxycyclopentane-1-carboxylic acid

: 190269-93-3
{[(1R,2S,3S)-3-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-2-(4-fluoro-phenyl)-cyclopentyl]-methyl-amino}-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: HCl

2: HBF₄

3: 98 percent / NaOH / methanol / 60 °C

4: oxalyl chloride; DMF / CH₂Cl₂

5: aq. NaN₃ / acetone / -10 °C

6: toluene / 80 °C

7: DIPEA; DMAP / toluene / 100 °C

8: NaH / dimethylformamide

9: H₂ / Pd/C / ethanol

10: 93 percent / DIPEA / acetonitrile / 50 °C

With hydrogenchloride; dmap; sodium hydroxide; tetrafluoroboric acid; sodium azide; oxalyl dichloride; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 6: Curtius rearrangement;
DOI:10.1016/j.bmcl.2006.06.044