2-{[(S)-2-phenyl-6,7-dihydro-5H-cyclopenta[b]pyridin-7-yloxy]carbonyl}benzoic acid

Base Information

Chemical Name:2-{[(S)-2-phenyl-6,7-dihydro-5H-cyclopenta[b]pyridin-7-yloxy]carbonyl}benzoic acid
CAS No.:1204581-66-7
Molecular Formula:C₂₂H₁₇NO₄
Molecular Weight:359.381
Hs Code.:

Synonyms:2-{[(S)-2-phenyl-6,7-dihydro-5H-cyclopenta[b]pyridin-7-yloxy]carbonyl}benzoic acid

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Chemical Property of 2-{[(S)-2-phenyl-6,7-dihydro-5H-cyclopenta[b]pyridin-7-yloxy]carbonyl}benzoic acid

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Technology Process of 2-{[(S)-2-phenyl-6,7-dihydro-5H-cyclopenta[b]pyridin-7-yloxy]carbonyl}benzoic acid

There total 7 articles about 2-{[(S)-2-phenyl-6,7-dihydro-5H-cyclopenta[b]pyridin-7-yloxy]carbonyl}benzoic 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: 49.0%

: 85-44-9
phthalic anhydride

: 108-05-4,9003-20-7
vinyl acetate

: 97360-42-4
7-hydroxy-2-phenyl-6,7-dihydro-5H-<1>pyridine

: 1204581-64-5
(R)-7-acetoxy-2-phenyl-6,7-dihydro-5H-cyclopenta[b]pyridine

: 1204581-66-7
2-{[(S)-2-phenyl-6,7-dihydro-5H-cyclopenta[b]pyridin-7-yloxy]carbonyl}benzoic acid

Guidance literature:: vinyl acetate; 7-hydroxy-2-phenyl-6,7-dihydro-5H-<1>pyridine; In di-isopropyl ether; at 60 ℃; for 30h; Inert atmosphere; Enzymatic reaction;

phthalic anhydride; With triethylamine; In dichloromethane; for 6h; optical yield given as %ee; enantioselective reaction; Reflux; Inert atmosphere;
DOI:10.1055/s-0029-1216997

Reference yield:

: 3506-36-3
3-dimethylaminopropiophenone

: 1204581-66-7
2-{[(S)-2-phenyl-6,7-dihydro-5H-cyclopenta[b]pyridin-7-yloxy]carbonyl}benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / diethyl ether / 15 h / 120 °C

2.1: hydroxylamine hydrochloride / ethanol / 15 h / 85 °C

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C

4.1: acetic anhydride / 15 h / 40 °C

5.1: Candida antarctica lipase B / di-isopropyl ether / 60 °C

5.2: 5 h / Reflux

With Candida antarctica lipase B; hydroxylamine hydrochloride; acetic anhydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; ethanol; dichloromethane; di-isopropyl ether;
DOI:10.1002/hlca.202000181

Reference yield:

: 7095-09-2
1-phenyl-3-(2-oxocyclopentyl)-1-propanone

: 1204581-66-7
2-{[(S)-2-phenyl-6,7-dihydro-5H-cyclopenta[b]pyridin-7-yloxy]carbonyl}benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydroxylamine hydrochloride / ethanol / 15 h / 85 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C

3.1: acetic anhydride / 15 h / 40 °C

4.1: Candida antarctica lipase B / di-isopropyl ether / 60 °C

4.2: 5 h / Reflux

With Candida antarctica lipase B; hydroxylamine hydrochloride; acetic anhydride; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; di-isopropyl ether;
DOI:10.1002/hlca.202000181