(1S,2S,7R,9R)-4-methyl-10,12-dioxatricyclo[7.2.1.0^2,7]dodec-4-en-8-one syn-oxime

Base Information

• Chemical Name: (1S,2S,7R,9R)-4-methyl-10,12-dioxatricyclo[7.2.1.0^2,7]dodec-4-en-8-one syn-oxime
• CAS No.: 1450753-19-1
• Molecular Formula: C₁₁H₁₅NO₃
• Molecular Weight: 209.245

Synonyms:(1S,2S,7R,9R)-4-methyl-10,12-dioxatricyclo[7.2.1.0^2,7]dodec-4-en-8-one syn-oxime

Chemical Property of (1S,2S,7R,9R)-4-methyl-10,12-dioxatricyclo[7.2.1.0^2,7]dodec-4-en-8-one syn-oxime

Chemical Property:

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Technology Process of (1S,2S,7R,9R)-4-methyl-10,12-dioxatricyclo[7.2.1.0^2,7]dodec-4-en-8-one syn-oxime

There total 1 articles about (1S,2S,7R,9R)-4-methyl-10,12-dioxatricyclo[7.2.1.0^2,7]dodec-4-en-8-one syn-oxime 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: 95.0%

(1S,2S,7R,9R)-4-methyl-10,12-dioxatricyclo-[7.2.1.02,7]dodec-4-en-8-one (160032-50-8) → (1S,2S,7R,9R)-4-methyl-10,12-dioxatricyclo[7.2.1.02,7]dodec-4-en-8-one syn-oxime (1450753-19-1)

Guidance literature:

With hydroxylamine hydrochloride; In pyridine; for 0.5h;

DOI:10.1134/S1070428013070051

Reference yield: 49.0%

(1S,2S,7R,9R)-4-methyl-10,12-dioxatricyclo[7.2.1.02,7]dodec-4-en-8-one syn-oxime (1450753-19-1) → (1S)-2-chloro-1-[(1S,6R)-3-methyl-6-cyanocyclohex-3-en-1-yl]ethyl formate (1450753-24-8) + (1S)-2-hydroxy-1-[(1S,6R)-3-methyl-6-cyanocyclohex-3-en-1-yl]ethyl formate (1450754-63-8)

Guidance literature:

With thionyl chloride; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1134/S1070428013070051

Reference yield:

(1S,2S,7R,9R)-4-methyl-10,12-dioxatricyclo[7.2.1.02,7]dodec-4-en-8-one syn-oxime (1450753-19-1) → (1R,6S)-4-methyl-6-[(2R)-oxiran-2-yl]cyclohex-3-ene-1-carbonitrile (1450753-29-3)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / dichloromethane / 1 h / 0 °C

2: potassium hydroxide / water; ethanol / 0.5 h

With thionyl chloride; potassium hydroxide; In ethanol; dichloromethane; water;

DOI:10.1134/S1070428013070051

upstream raw materials:

(1S,2S,7R,9R)-4-methyl-10,12-dioxatricyclo-[7.2.1.0^2,7]dodec-4-en-8-one

Downstream raw materials:

(1S)-2-chloro-1-[(1S,6R)-3-methyl-6-cyanocyclohex-3-en-1-yl]ethyl formate

(1S)-2-hydroxy-1-[(1S,6R)-3-methyl-6-cyanocyclohex-3-en-1-yl]ethyl formate

(1R,6S)-4-methyl-6-[(2R)-oxiran-2-yl]cyclohex-3-ene-1-carbonitrile

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