(1S,2R)-2-{[(1R)-1-phenylethyl]amino}-1-[(E)-2-phenylethenyl]cyclohexanol

Base Information

Chemical Name:(1S,2R)-2-{[(1R)-1-phenylethyl]amino}-1-[(E)-2-phenylethenyl]cyclohexanol
CAS No.:1407547-42-5
Molecular Formula:C₂₂H₂₇NO
Molecular Weight:321.462
Hs Code.:

Synonyms:(1S,2R)-2-{[(1R)-1-phenylethyl]amino}-1-[(E)-2-phenylethenyl]cyclohexanol

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Chemical Property of (1S,2R)-2-{[(1R)-1-phenylethyl]amino}-1-[(E)-2-phenylethenyl]cyclohexanol

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Technology Process of (1S,2R)-2-{[(1R)-1-phenylethyl]amino}-1-[(E)-2-phenylethenyl]cyclohexanol

There total 6 articles about (1S,2R)-2-{[(1R)-1-phenylethyl]amino}-1-[(E)-2-phenylethenyl]cyclohexanol 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: 90.0%

: 1407547-38-9
(1S,2R)-2-{[(1R)-1-phenylethyl]amino}-1-(phenylethynyl)cyclohexanol

: 1407547-42-5
(1S,2R)-2-{[(1R)-1-phenylethyl]amino}-1-[(E)-2-phenylethenyl]cyclohexanol

Guidance literature:: With sodium bis(2-methoxyethoxy)aluminium dihydride; In diethyl ether; at 0 - 20 ℃; for 2h; stereoselective reaction;
DOI:10.1021/jo301762a

Reference yield:

: 536-74-3
phenylacetylene

: 1407547-42-5
(1S,2R)-2-{[(1R)-1-phenylethyl]amino}-1-[(E)-2-phenylethenyl]cyclohexanol

Guidance literature:: Multi-step reaction with 5 steps

1: n-butyllithium; cerium(III) chloride / tetrahydrofuran / -78 °C

2: triethylamine; methanesulfonyl chloride / dichloromethane / -20 °C

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 °C

4: lithium perchlorate / acetonitrile / 65 °C

5: sodium bis(2-methoxyethoxy)aluminium dihydride / diethyl ether / 2 h / 0 - 20 °C

With n-butyllithium; cerium(III) chloride; lithium perchlorate; methanesulfonyl chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/jo301762a

Reference yield:

: 108-94-1,11119-77-0,9003-41-2,9075-99-4
cyclohexanone

: 1407547-42-5
(1S,2R)-2-{[(1R)-1-phenylethyl]amino}-1-[(E)-2-phenylethenyl]cyclohexanol

Guidance literature:: Multi-step reaction with 5 steps

1: n-butyllithium; cerium(III) chloride / tetrahydrofuran / -78 °C

2: triethylamine; methanesulfonyl chloride / dichloromethane / -20 °C

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 °C

4: lithium perchlorate / acetonitrile / 65 °C

5: sodium bis(2-methoxyethoxy)aluminium dihydride / diethyl ether / 2 h / 0 - 20 °C

With n-butyllithium; cerium(III) chloride; lithium perchlorate; methanesulfonyl chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/jo301762a