[(1R,2S,3S)-3-(3,5-Bis-trifluoromethyl-benzyloxy)-2-phenyl-cyclopentyl]-methyl-amine

Base Information

Chemical Name:[(1R,2S,3S)-3-(3,5-Bis-trifluoromethyl-benzyloxy)-2-phenyl-cyclopentyl]-methyl-amine
CAS No.:909784-72-1
Molecular Formula:C₂₁H₂₁F₆NO
Molecular Weight:417.394
Hs Code.:

Synonyms:[(1R,2S,3S)-3-(3,5-Bis-trifluoromethyl-benzyloxy)-2-phenyl-cyclopentyl]-methyl-amine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of [(1R,2S,3S)-3-(3,5-Bis-trifluoromethyl-benzyloxy)-2-phenyl-cyclopentyl]-methyl-amine

Chemical Property:

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Technology Process of [(1R,2S,3S)-3-(3,5-Bis-trifluoromethyl-benzyloxy)-2-phenyl-cyclopentyl]-methyl-amine

There total 16 articles about [(1R,2S,3S)-3-(3,5-Bis-trifluoromethyl-benzyloxy)-2-phenyl-cyclopentyl]-methyl-amine 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:

: [(1R,2S,3S)-3-(3,5-Bis-trifluoromethyl-benzyloxy)-2-phenyl-cyclopentyl]-methyl-carbamic acid (S)-1-phenyl-ethyl ester

: 909784-72-1
[(1R,2S,3S)-3-(3,5-Bis-trifluoromethyl-benzyloxy)-2-phenyl-cyclopentyl]-methyl-amine

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; under 2585.74 Torr;
DOI:10.1016/j.bmcl.2006.06.035

Reference yield:

: (1S,2S)-3-Oxo-2-phenyl-cyclopentanecarboxylic acid methyl ester

: 909784-72-1
[(1R,2S,3S)-3-(3,5-Bis-trifluoromethyl-benzyloxy)-2-phenyl-cyclopentyl]-methyl-amine

Guidance literature:: Multi-step reaction with 8 steps

1: NaBH₄ / methanol

2: 62 percent / NaH / dimethylformamide

3: oxalyl chloride; DMF / CH₂Cl₂

4: NaN₃ / acetone; H₂O / -10 °C

5: toluene / 85 °C

6: DIPEA; DMAP / toluene / 85 °C

7: NaH / dimethylformamide

8: H₂ / Pd/C / ethanol / 2585.74 Torr

With dmap; sodium tetrahydroborate; sodium azide; oxalyl dichloride; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; 5: Curtius rearrangement;
DOI:10.1016/j.bmcl.2006.06.035

Reference yield:

: (1S,2S,3R)-3-Hydroxy-2-phenyl-cyclopentanecarboxylic acid methyl ester

: 909784-72-1
[(1R,2S,3S)-3-(3,5-Bis-trifluoromethyl-benzyloxy)-2-phenyl-cyclopentyl]-methyl-amine

Guidance literature:: Multi-step reaction with 7 steps

1: 62 percent / NaH / dimethylformamide

2: oxalyl chloride; DMF / CH₂Cl₂

3: NaN₃ / acetone; H₂O / -10 °C

4: toluene / 85 °C

5: DIPEA; DMAP / toluene / 85 °C

6: NaH / dimethylformamide

7: H₂ / Pd/C / ethanol / 2585.74 Torr

With dmap; sodium azide; oxalyl dichloride; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; palladium on activated charcoal; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; 4: Curtius rearrangement;
DOI:10.1016/j.bmcl.2006.06.035