2-{(1S,2S,5S,6R)-2-(3-azidopropyl)-6-[(1S,2S)-2-hydroxy-1,2-diphenylethoxy]-5-methyl-3-oxocyclohexyl}acetaldehyde

Base Information

Chemical Name:2-{(1S,2S,5S,6R)-2-(3-azidopropyl)-6-[(1S,2S)-2-hydroxy-1,2-diphenylethoxy]-5-methyl-3-oxocyclohexyl}acetaldehyde
CAS No.:1274891-89-2
Molecular Formula:C₂₆H₃₁N₃O₄
Molecular Weight:449.55
Hs Code.:

Synonyms:2-{(1S,2S,5S,6R)-2-(3-azidopropyl)-6-[(1S,2S)-2-hydroxy-1,2-diphenylethoxy]-5-methyl-3-oxocyclohexyl}acetaldehyde

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Chemical Property of 2-{(1S,2S,5S,6R)-2-(3-azidopropyl)-6-[(1S,2S)-2-hydroxy-1,2-diphenylethoxy]-5-methyl-3-oxocyclohexyl}acetaldehyde

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Technology Process of 2-{(1S,2S,5S,6R)-2-(3-azidopropyl)-6-[(1S,2S)-2-hydroxy-1,2-diphenylethoxy]-5-methyl-3-oxocyclohexyl}acetaldehyde

There total 3 articles about 2-{(1S,2S,5S,6R)-2-(3-azidopropyl)-6-[(1S,2S)-2-hydroxy-1,2-diphenylethoxy]-5-methyl-3-oxocyclohexyl}acetaldehyde 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: 83.0%

: 1274891-87-0
(1S,3S,4S,6S,8S,9S,12S)-9-[3-azidopropyl]-6-methoxy-12-methyl-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-11-en-10-one

: 1274891-89-2
2-{(1S,2S,5S,6R)-2-(3-azidopropyl)-6-[(1S,2S)-2-hydroxy-1,2-diphenylethoxy]-5-methyl-3-oxocyclohexyl}acetaldehyde

Guidance literature:: With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; at 20 ℃; for 6h;
DOI:10.1021/ol200376z

Reference yield:

: 1274891-86-9
(1S,3S,4S,6S,8S,9S)-9-[3-chloro-1-propyl]-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-11-en-10-one

: 1274891-89-2
2-{(1S,2S,5S,6R)-2-(3-azidopropyl)-6-[(1S,2S)-2-hydroxy-1,2-diphenylethoxy]-5-methyl-3-oxocyclohexyl}acetaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: copper(l) iodide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2: sodium azide; sodium iodide / N,N-dimethyl-formamide / 5 h / 60 °C / Inert atmosphere

3: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / acetonitrile / 6 h / 20 °C

With copper(l) iodide; sodium azide; water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 1: Michael condensation;
DOI:10.1021/ol200376z

Reference yield:

: 1225205-29-7
(1S,3S,4S,6S,8S)-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-11-en-10-one

: 1274891-89-2
2-{(1S,2S,5S,6R)-2-(3-azidopropyl)-6-[(1S,2S)-2-hydroxy-1,2-diphenylethoxy]-5-methyl-3-oxocyclohexyl}acetaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

1.2: 0.25 h / -78 °C / Inert atmosphere

2.1: copper(l) iodide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.1: sodium azide; sodium iodide / N,N-dimethyl-formamide / 5 h / 60 °C / Inert atmosphere

4.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / acetonitrile / 6 h / 20 °C

With copper(l) iodide; sodium azide; water; potassium hexamethylsilazane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 2.1: Michael condensation;
DOI:10.1021/ol200376z