(1R)-2-{[6-({4-[3-(cyclopentylsulfonyl)phenyl]butyl}oxy)-hexyl]amino}-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-ethanol

Base Information

Chemical Name:(1R)-2-{[6-({4-[3-(cyclopentylsulfonyl)phenyl]butyl}oxy)-hexyl]amino}-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-ethanol
CAS No.:686351-02-0
Molecular Formula:C₃₃H₄₉NO₆S
Molecular Weight:587.821
Hs Code.:

Synonyms:(1R)-2-{[6-({4-[3-(cyclopentylsulfonyl)phenyl]butyl}oxy)-hexyl]amino}-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-ethanol

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Chemical Property of (1R)-2-{[6-({4-[3-(cyclopentylsulfonyl)phenyl]butyl}oxy)-hexyl]amino}-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-ethanol

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Technology Process of (1R)-2-{[6-({4-[3-(cyclopentylsulfonyl)phenyl]butyl}oxy)-hexyl]amino}-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-ethanol

There total 7 articles about (1R)-2-{[6-({4-[3-(cyclopentylsulfonyl)phenyl]butyl}oxy)-hexyl]amino}-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-ethanol 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: 77.0%

: 686351-01-9
(5R)-3-[6-({4-[3-(cyclopentylsulfonyl)phenyl]butyl}oxy)-hexyl]-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one

: 686351-02-0
(1R)-2-{[6-({4-[3-(cyclopentylsulfonyl)phenyl]butyl}oxy)-hexyl]amino}-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-ethanol

Guidance literature:: With potassium trimethylsilonate; In tetrahydrofuran; at 65 ℃; for 1h;
DOI:10.1021/jm401532g

Reference yield:

: 686351-16-6
1-(cyclopentylthio)-3-iodobenzene

: 686351-02-0
(1R)-2-{[6-({4-[3-(cyclopentylsulfonyl)phenyl]butyl}oxy)-hexyl]amino}-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-ethanol

Guidance literature:: Multi-step reaction with 4 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3.25 h / 0 - 20 °C

2: bis-triphenylphosphine-palladium(II) chloride; triethylamine; copper(l) chloride / acetonitrile / 0.5 h / 20 °C

3: hydrogen; platinum(IV) oxide / ethanol / 3 h / Inert atmosphere

4: potassium trimethylsilonate / tetrahydrofuran / 1 h / 65 °C

With platinum(IV) oxide; bis-triphenylphosphine-palladium(II) chloride; potassium trimethylsilonate; hydrogen; triethylamine; 3-chloro-benzenecarboperoxoic acid; copper(l) chloride; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile; 2: |Sonogashira Cross-Coupling;
DOI:10.1021/jm401532g

Reference yield:

: 6320-01-0
3-Bromothiophenol

: 686351-02-0
(1R)-2-{[6-({4-[3-(cyclopentylsulfonyl)phenyl]butyl}oxy)-hexyl]amino}-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-ethanol

Guidance literature:: Multi-step reaction with 6 steps

1: potassium carbonate; potassium iodide / acetone / 1 h / Inert atmosphere

2: n-butyllithium; iodine / tetrahydrofuran; hexane / 1 h / -73 - 0 °C / Inert atmosphere

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3.25 h / 0 - 20 °C

4: bis-triphenylphosphine-palladium(II) chloride; triethylamine; copper(l) chloride / acetonitrile / 0.5 h / 20 °C

5: hydrogen; platinum(IV) oxide / ethanol / 3 h / Inert atmosphere

6: potassium trimethylsilonate / tetrahydrofuran / 1 h / 65 °C

With platinum(IV) oxide; bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; potassium trimethylsilonate; hydrogen; iodine; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; potassium iodide; copper(l) chloride; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetone; acetonitrile; 4: |Sonogashira Cross-Coupling;
DOI:10.1021/jm401532g