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

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
CAS No.:190269-94-4
Molecular Formula:C₂₄H₂₄F₇NO₃
Molecular Weight:507.448
Hs Code.:

Synonyms:

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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

Chemical Property:

Purity/Quality:

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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

There total 16 articles about {[(1R,2S,3S)-3-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-2-(4-fluoro-phenyl)-cyclopentyl]-methyl-amino}-acetic acid 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:

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

: 190269-94-4
{[(1R,2S,3S)-3-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-2-(4-fluoro-phenyl)-cyclopentyl]-methyl-amino}-acetic acid

Guidance literature:: Multi-step reaction with 12 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

12: TFA

With hydrogenchloride; dmap; sodium hydroxide; tetrafluoroboric acid; sodium azide; oxalyl dichloride; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; trifluoroacetic acid; 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:

: (+/-)-trans-3-oxo-2-(4-fluorophenyl)cyclopentane carboxylic acid methyl ester

: 190269-94-4
{[(1R,2S,3S)-3-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-2-(4-fluoro-phenyl)-cyclopentyl]-methyl-amino}-acetic acid

Guidance literature:: Multi-step reaction with 13 steps

1: 77 percent / NaBH₄ / methanol

2: NaOH / methanol

3: HCl

4: HBF₄

5: 98 percent / NaOH / methanol / 60 °C

6: oxalyl chloride; DMF / CH₂Cl₂

7: aq. NaN₃ / acetone / -10 °C

8: toluene / 80 °C

9: DIPEA; DMAP / toluene / 100 °C

10: NaH / dimethylformamide

11: H₂ / Pd/C / ethanol

12: 93 percent / DIPEA / acetonitrile / 50 °C

13: TFA

With hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; tetrafluoroboric acid; sodium azide; oxalyl dichloride; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; trifluoroacetic acid; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 8: 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

: 190269-94-4
{[(1R,2S,3S)-3-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-2-(4-fluoro-phenyl)-cyclopentyl]-methyl-amino}-acetic acid

Guidance literature:: Multi-step reaction with 11 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

11: TFA

With hydrogenchloride; dmap; sodium hydroxide; tetrafluoroboric acid; sodium azide; oxalyl dichloride; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; trifluoroacetic acid; 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