Cyclopentanecarboxylic acid, 3-[(9-phenyl-9H-fluoren-9-yl)amino]-, methyl ester, (1R,3S)-

Base Information

Chemical Name:Cyclopentanecarboxylic acid, 3-[(9-phenyl-9H-fluoren-9-yl)amino]-, methyl ester, (1R,3S)-
CAS No.:147698-11-1
Molecular Formula:C26H25NO2
Molecular Weight:383.49
Hs Code.:
Mol file:147698-11-1.mol

Synonyms:

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Chemical Property of Cyclopentanecarboxylic acid, 3-[(9-phenyl-9H-fluoren-9-yl)amino]-, methyl ester, (1R,3S)-

Chemical Property:

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Technology Process of Cyclopentanecarboxylic acid, 3-[(9-phenyl-9H-fluoren-9-yl)amino]-, methyl ester, (1R,3S)-

There total 11 articles about Cyclopentanecarboxylic acid, 3-[(9-phenyl-9H-fluoren-9-yl)amino]-, methyl ester, (1R,3S)- 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: 65.0%

: 147698-10-0
(S)-3--(methoxycarbonyl)cyclopentene

: 147698-11-1
(1S,3R)-1--3-(methoxycarbonyl)cyclopentane

: 147780-42-5
(1S,3S)-1--3-(methoxycarbonyl)cyclopentane

Guidance literature:: With hydrogen; platinum on activated charcoal; In ethyl acetate; for 20h; under 760 Torr;
DOI:10.1021/jo00061a006

Reference yield:

: 55135-66-5
9-bromo-9-phenyl-9H-fluorene

: 147698-11-1
(1S,3R)-1--3-(methoxycarbonyl)cyclopentane

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / K₃PO₄ / nitromethane / 72 h / Ambient temperature

2: 89 percent / HCl / ethyl acetate / 24 h / Ambient temperature

3: 97 percent / tetrahydrofuran / 20 h / Ambient temperature

4: 97 percent / KHMDS / tetrahydrofuran / 1 h / -78 °C

5: 85 percent / NaBH₄ / methanol; tetrahydrofuran / 0.5 h

6: 1.) Et₃N, DMAP, methanesulfonyl chloride (MsCl), 2.) KOtBu / 1.) THF, 3 h, 0 deg C, 2.) THF, 15 min, 0 deg C

7: 22 percent / H₂ / 5percent Pt/C / ethyl acetate / 20 h / 760 Torr

With hydrogenchloride; dmap; sodium tetrahydroborate; potassium phosphate; potassium tert-butylate; hydrogen; potassium hexamethylsilazane; methanesulfonyl chloride; triethylamine; platinum on activated charcoal; In tetrahydrofuran; methanol; nitromethane; ethyl acetate;
DOI:10.1021/jo00061a006

Reference yield:

: (1S,2R/S,3R/S)-1--2-hydroxy-3-(methoxycarbonyl)cyclopentane

: 147698-11-1
(1S,3R)-1--3-(methoxycarbonyl)cyclopentane

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) Et₃N, DMAP, methanesulfonyl chloride (MsCl), 2.) KOtBu / 1.) THF, 3 h, 0 deg C, 2.) THF, 15 min, 0 deg C

2: 22 percent / H₂ / 5percent Pt/C / ethyl acetate / 20 h / 760 Torr

With dmap; potassium tert-butylate; hydrogen; methanesulfonyl chloride; triethylamine; platinum on activated charcoal; In ethyl acetate;
DOI:10.1021/jo00061a006