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

Base Information

Chemical Name:(1S,3S,4S,6S,8S)-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-11-en-10-one
CAS No.:1225205-29-7
Molecular Formula:C₂₃H₂₄O₄
Molecular Weight:364.441
Hs Code.:

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

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Chemical Property of (1S,3S,4S,6S,8S)-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-11-en-10-one

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Technology Process of (1S,3S,4S,6S,8S)-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-11-en-10-one

There total 1 articles about (1S,3S,4S,6S,8S)-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-11-en-10-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:

: C₂₃H₂₅BrO₃

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

Guidance literature:: C₂₃H₂₅BrO₃; With Thexylboran;

With pyridinium dichromate;
DOI:10.1016/j.tetlet.2010.01.101

Reference yield: 48.0%

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

: 122876-21-5
3-chloro-1-trifluoromethanesulfonyloxy-propane

: C₂₆H₂₉ClO₄

: 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

Guidance literature:: (1S,3S,4S,6S,8S)-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-11-en-10-one; With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 0.25h; Inert atmosphere;

3-chloro-1-trifluoromethanesulfonyloxy-propane; In tetrahydrofuran; at -78 ℃; for 0.25h; Inert atmosphere;
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

: 1274891-90-5
(2S,5S,4R,5S)-2-(3-azidopropyl)-4-[(1S,2S)-2-hydroxy-1,2-diphenylethoxy]-3-(2-hydroxy-6-methoxyhexyl)-5-methylcyclohexanone

Guidance literature:: Multi-step reaction with 5 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

5.1: tetrahydrofuran / 0 - 20 °C / Inert atmosphere

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 / 5.1: Grignard reaction;
DOI:10.1021/ol200376z