(1R,3R,4R,6R,8R,12R)-12-bromo-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-9-ene

Base Information

• Chemical Name: (1R,3R,4R,6R,8R,12R)-12-bromo-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-9-ene
• CAS No.: 464184-42-7
• Molecular Formula: C₂₃H₂₅BrO₃
• Molecular Weight: 429.354

Synonyms:(1R,3R,4R,6R,8R,12R)-12-bromo-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-9-ene

Chemical Property of (1R,3R,4R,6R,8R,12R)-12-bromo-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-9-ene

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of (1R,3R,4R,6R,8R,12R)-12-bromo-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-9-ene

There total 2 articles about (1R,3R,4R,6R,8R,12R)-12-bromo-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-9-ene 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:

cyclohexa-2,5-dienylethanal diethylacetal (53267-67-7) → (1R,3R,4R,6R,8R,12R)-12-bromo-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-9-ene (464184-42-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / NBS / acetonitrile / -40 - 0 °C

With N-Bromosuccinimide; In acetonitrile;

DOI:10.1016/S0040-4039(02)00916-4

Reference yield:

(R,R)-hydroxybenzoin (52340-78-0) → (1R,3R,4R,6R,8R,12R)-12-bromo-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-9-ene (464184-42-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / NBS / acetonitrile / -40 - 0 °C

With N-Bromosuccinimide; In acetonitrile;

DOI:10.1016/S0040-4039(02)00916-4

Reference yield: 89.0%

(1R,3R,4R,6R,8R,12R)-12-bromo-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-9-ene (464184-42-7) → (1S,3R,4R,6R,8R)-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-9-ene (464184-43-8)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Heating;

DOI:10.1016/S0040-4039(02)00916-4

upstream raw materials:

cyclohexa-2,5-dienylethanal diethylacetal

(R,R)-hydroxybenzoin

Downstream raw materials:

(1S,3R,4R,6R,8R)-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-9-ene

(1S,2R,3S,6S)-2-(2,2-Dimethoxy-ethyl)-7-oxa-bicyclo[4.1.0]heptane-2,3-diol

(1S,3R,5R,6R,8S)-3-methoxy-5,6-diphenyl-4,7-dioxabicyclo[6.4.0]dodec-11-en-1-ol

(1S,6S)-1-(2,2-dimethoxyethyl)-6-[(1R,2R)-2-hydroxyethoxy-1,2-diphenyl]cyclohex-2-en-1-ol

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