3-[(R)-2,2-dimethylcyclopentyl]-4-hydroxy-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]benzamide

Base Information

Chemical Name:3-[(R)-2,2-dimethylcyclopentyl]-4-hydroxy-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]benzamide
CAS No.:1222091-37-3
Molecular Formula:C₂₃H₂₇NO₃
Molecular Weight:365.472
Hs Code.:

Synonyms:3-[(R)-2,2-dimethylcyclopentyl]-4-hydroxy-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]benzamide

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Chemical Property of 3-[(R)-2,2-dimethylcyclopentyl]-4-hydroxy-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]benzamide

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Technology Process of 3-[(R)-2,2-dimethylcyclopentyl]-4-hydroxy-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]benzamide

There total 7 articles about 3-[(R)-2,2-dimethylcyclopentyl]-4-hydroxy-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]benzamide 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: 62.0%

: 1311175-73-1
C₁₄H₁₈O₃

: 7480-35-5,13286-59-4,74165-73-4,126456-43-7,136030-00-7,140632-19-5,140632-20-8
(1S,2R)-1-amino-2-indanol

: 1222091-37-3
3-[(R)-2,2-dimethylcyclopentyl]-4-hydroxy-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]benzamide

Guidance literature:: With sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 50 ℃; for 16h;
DOI:10.1021/jo200941r

Reference yield:

: 1311175-71-9
isopropyl (R)-3-(2,2-dimethylcyclopentyl)-4-hydroxybenzoate

: 1222091-37-3
3-[(R)-2,2-dimethylcyclopentyl]-4-hydroxy-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]benzamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / methanol; water / 16 h / 60 °C

1.2: 22 °C / pH 1

2.1: sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 16 h / 50 °C

With sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jo200941r

Reference yield:

: 1311175-61-7
isopropyl 4-hydroxy-3-(1-hydroxy-2,2-dimethylcyclopentyl)benzoate

: 1222091-37-3
3-[(R)-2,2-dimethylcyclopentyl]-4-hydroxy-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogenchloride / isopropyl alcohol / 1.5 h / 23 °C

2.1: bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; Josiphos SL-J₂₁₀-1; hydrogen / tetrahydrofuran / 0.5 h / 20 °C / 10343.2 Torr

3.1: sodium hydroxide / methanol; water / 16 h / 60 °C

3.2: 22 °C / pH 1

4.1: sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 16 h / 50 °C

With hydrogenchloride; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; Josiphos SL-J₂₁₀-1; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jo200941r