3-[(4S,5S)-4,5-Bis(1-methoxycyclopentyl)-1,3,2-dioxoborolan-2-yl]propiophenone

Base Information

Chemical Name:3-[(4S,5S)-4,5-Bis(1-methoxycyclopentyl)-1,3,2-dioxoborolan-2-yl]propiophenone
CAS No.:153562-84-6
Molecular Formula:C₂₃H₃₃BO₅
Molecular Weight:400.323
Hs Code.:

Synonyms:3-[(4S,5S)-4,5-Bis(1-methoxycyclopentyl)-1,3,2-dioxoborolan-2-yl]propiophenone

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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 3-[(4S,5S)-4,5-Bis(1-methoxycyclopentyl)-1,3,2-dioxoborolan-2-yl]propiophenone

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Technology Process of 3-[(4S,5S)-4,5-Bis(1-methoxycyclopentyl)-1,3,2-dioxoborolan-2-yl]propiophenone

There total 9 articles about 3-[(4S,5S)-4,5-Bis(1-methoxycyclopentyl)-1,3,2-dioxoborolan-2-yl]propiophenone 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: 37.0%

: 281681-21-8
3-[(4S,5S)-4,5-Bis(1-methoxycyclopentyl)-1,3,2-dioxoborolan-2-yl]propiophenone O-methyloxime

: 153562-84-6
3-[(4S,5S)-4,5-Bis(1-methoxycyclopentyl)-1,3,2-dioxoborolan-2-yl]propiophenone

Guidance literature:: With formaldehyd; Amberlyst 15; water; In acetone; at 20 ℃; for 24h;
DOI:10.1039/b004573j

Reference yield: 37.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 3-[(4S,5S)-4,5-bis(1-methoxycyclopentyl)-1,3,2-dioxaborolan-2-yl]propiophenone O-methyloxime

: 153562-84-6
3-[(4S,5S)-4,5-Bis(1-methoxycyclopentyl)-1,3,2-dioxoborolan-2-yl]propiophenone

Guidance literature:: With Amberlist 15; In acetone; sterred at room temp. for 24 h; filtered, solvent removed, dissolved (Et2O), washed (aq. NaCl), dried (MgSO4), evapd., chromy. (ethyl acetate-petroleum ether 1:20);
DOI:10.1039/b004573j

Reference yield:

: (4S,5S)-4,5-Bis(1-methoxycyclopentyl)-2-phenyl-1,3-dioxolane

: 153562-84-6
3-[(4S,5S)-4,5-Bis(1-methoxycyclopentyl)-1,3,2-dioxoborolan-2-yl]propiophenone

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / H₂ / 10percent Pd/C / methanol / 24 h / 20 °C / 51716.2 Torr

2.1: 0.36 g / diethyl ether / 1.5 h

3.1: 96 percent / NaI / acetone / 24 h / 20 °C

4.1: LDA / tetrahydrofuran; hexane / 2.5 h / -78 °C

4.2: 21 percent / tetrahydrofuran; hexane / -78 - 20 °C

5.1: 37 percent / H₂O; paraformaldehyde; Amberlyst 15 / acetone / 24 h / 20 °C

With formaldehyd; Amberlyst 15; water; hydrogen; sodium iodide; lithium diisopropyl amide; 10percent Pd/C; In tetrahydrofuran; methanol; diethyl ether; hexane; acetone; 1.1: Hydrogenolysis / 2.1: Cyclization / 3.1: Substitution / 4.1: Metallation / 4.2: Alkylation / 5.1: Hydrolysis;
DOI:10.1039/b004573j