3-[4-[(4-methylphenyl)sulfonyl]-2,4,5,6-tetrahydrocyclopenta[a][1,3]dioxolo[4,5-h][3]benzazepin-3(3H)-yl]-1-propanol

Base Information

Chemical Name:3-[4-[(4-methylphenyl)sulfonyl]-2,4,5,6-tetrahydrocyclopenta[a][1,3]dioxolo[4,5-h][3]benzazepin-3(3H)-yl]-1-propanol
CAS No.:916085-39-7
Molecular Formula:C₂₄H₂₇NO₅S
Molecular Weight:441.548
Hs Code.:

Synonyms:3-[4-[(4-methylphenyl)sulfonyl]-2,4,5,6-tetrahydrocyclopenta[a][1,3]dioxolo[4,5-h][3]benzazepin-3(3H)-yl]-1-propanol

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Chemical Property of 3-[4-[(4-methylphenyl)sulfonyl]-2,4,5,6-tetrahydrocyclopenta[a][1,3]dioxolo[4,5-h][3]benzazepin-3(3H)-yl]-1-propanol

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Technology Process of 3-[4-[(4-methylphenyl)sulfonyl]-2,4,5,6-tetrahydrocyclopenta[a][1,3]dioxolo[4,5-h][3]benzazepin-3(3H)-yl]-1-propanol

There total 11 articles about 3-[4-[(4-methylphenyl)sulfonyl]-2,4,5,6-tetrahydrocyclopenta[a][1,3]dioxolo[4,5-h][3]benzazepin-3(3H)-yl]-1-propanol 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: 94.0%

: 916085-38-6
3a-allyl-4-[(4-methylphenyl)sulfonyl]-2,3,3a,4,5,6-hexahydrocyclopenta[a][1,3]dioxolo[4,5-h][3]benzazepine

: 916085-39-7
3-[4-[(4-methylphenyl)sulfonyl]-2,4,5,6-tetrahydrocyclopenta[a][1,3]dioxolo[4,5-h][3]benzazepin-3(3H)-yl]-1-propanol

Guidance literature:: 3a-allyl-4-[(4-methylphenyl)sulfonyl]-2,3,3a,4,5,6-hexahydrocyclopenta[a][1,3]dioxolo[4,5-h][3]benzazepine; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 0 - 20 ℃;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/ol062073e

Reference yield:

: cis-5-allyl-6-[(4-methylphenyl)sulfonyl]-6-azabicyclo[3.1.0]hexan-2-ol

: 916085-39-7
3-[4-[(4-methylphenyl)sulfonyl]-2,4,5,6-tetrahydrocyclopenta[a][1,3]dioxolo[4,5-h][3]benzazepin-3(3H)-yl]-1-propanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: KHMDS / tetrahydrofuran / 0.5 h / -78 °C

1.2: 93 percent / tetrahydrofuran / 17 h / -78 - 20 °C

2.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C

2.2: 43 percent / diethyl ether; hexane / 0.08 h / -78 °C

3.1: 100 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

4.1: 65 percent / PPh₃; DIAD / toluene / 14 h / 20 °C

5.1: 9-BBN / tetrahydrofuran / 0 - 20 °C

5.2: 94 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 2 h / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; toluene;
DOI:10.1021/ol062073e

Reference yield:

: 5-allyl-4-methoxy-6-[(4-methylphenyl)sulfonyl]-6-azabicyclo[3.1.0]pentane

: 916085-39-7
3-[4-[(4-methylphenyl)sulfonyl]-2,4,5,6-tetrahydrocyclopenta[a][1,3]dioxolo[4,5-h][3]benzazepin-3(3H)-yl]-1-propanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C

1.2: 43 percent / diethyl ether; hexane / 0.08 h / -78 °C

2.1: 100 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

3.1: 65 percent / PPh₃; DIAD / toluene / 14 h / 20 °C

4.1: 9-BBN / tetrahydrofuran / 0 - 20 °C

4.2: 94 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 2 h / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; toluene;
DOI:10.1021/ol062073e