(7R,7aR)-7-[3-(cyclopentyloxy)-4-(methyloxy)phenyl]hexahydro-3H-pyrrolizin-3-one

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Chemical Name:(7R,7aR)-7-[3-(cyclopentyloxy)-4-(methyloxy)phenyl]hexahydro-3H-pyrrolizin-3-one
CAS No.:1335214-57-7
Molecular Formula:C₁₉H₂₅NO₃
Molecular Weight:315.412
Hs Code.:

Synonyms:(7R,7aR)-7-[3-(cyclopentyloxy)-4-(methyloxy)phenyl]hexahydro-3H-pyrrolizin-3-one

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Chemical Property of (7R,7aR)-7-[3-(cyclopentyloxy)-4-(methyloxy)phenyl]hexahydro-3H-pyrrolizin-3-one

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Technology Process of (7R,7aR)-7-[3-(cyclopentyloxy)-4-(methyloxy)phenyl]hexahydro-3H-pyrrolizin-3-one

There total 8 articles about (7R,7aR)-7-[3-(cyclopentyloxy)-4-(methyloxy)phenyl]hexahydro-3H-pyrrolizin-3-one 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: 66.0%

: 1381847-55-7
methyl 3-{4-[3-(cyclopentyloxy)-4-methoxyphenyl]-2-oxo-6-[(2-phenylcyclohexyl)oxy]-5,6-dihydro-4H-1,2-oxazin-3-yl}propanoate

: 98919-68-7
(1R,2S)-trans-2-phenylcyclohexanol

: 1335214-57-7
(7R,7aR)-7-[3-(cyclopentyloxy)-4-(methyloxy)phenyl]hexahydro-3H-pyrrolizin-3-one

Guidance literature:: With platinum(IV) oxide; hydrogen; acetic acid; at 60 ℃; for 4h; under 15001.5 Torr; optical yield given as %de; Autoclave;
DOI:10.1021/jo300955n

Reference yield:

: 193749-08-5
C₁₅H₁₉NO₄

: 1335214-57-7
(7R,7aR)-7-[3-(cyclopentyloxy)-4-(methyloxy)phenyl]hexahydro-3H-pyrrolizin-3-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: tin(IV) chloride / dichloromethane / 0.17 h / -90 °C / Inert atmosphere

2.1: trimethylsilyl bromide; triethylamine / acetonitrile / 48 h / -30 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C / Inert atmosphere

3.2: 2 h / 50 - 60 °C

4.1: sodium cyanoborohydride; acetic acid / 1.5 h / 20 °C / Inert atmosphere

5.1: hydrogen / methanol / 3 h / 20 °C / 30003 Torr / Autoclave

6.1: water; sodium bromide / dimethyl sulfoxide / 0.75 h / Reflux

With trimethylsilyl bromide; water; hydrogen; tin(IV) chloride; sodium hydride; sodium cyanoborohydride; acetic acid; triethylamine; sodium bromide; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; acetonitrile; mineral oil;
DOI:10.1021/jo201331h

Reference yield:

: 1335214-43-1
(4R,6R,7R,8S)-4-[3-(cyclopentyloxy)-4-(methyloxy)phenyl]-3-methyl-6-[(2-phenylcyclohexyl)oxy]-5,6-dihydro-4H-1,2-oxazine 2-oxide

: 1335214-57-7
(7R,7aR)-7-[3-(cyclopentyloxy)-4-(methyloxy)phenyl]hexahydro-3H-pyrrolizin-3-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: trimethylsilyl bromide; triethylamine / acetonitrile / 48 h / -30 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C / Inert atmosphere

2.2: 2 h / 50 - 60 °C

3.1: sodium cyanoborohydride; acetic acid / 1.5 h / 20 °C / Inert atmosphere

4.1: hydrogen / methanol / 3 h / 20 °C / 30003 Torr / Autoclave

5.1: water; sodium bromide / dimethyl sulfoxide / 0.75 h / Reflux

With trimethylsilyl bromide; water; hydrogen; sodium hydride; sodium cyanoborohydride; acetic acid; triethylamine; sodium bromide; In tetrahydrofuran; methanol; dimethyl sulfoxide; acetonitrile; mineral oil;
DOI:10.1021/jo201331h