(2S,7S)-10-Benzoyl-9-oxa-10-aza-tricyclo[6.2.2.0^2,7]dodec-4-ene-7-carboxylic acid methyl ester

Base Information

• Chemical Name: (2S,7S)-10-Benzoyl-9-oxa-10-aza-tricyclo[6.2.2.0^2,7]dodec-4-ene-7-carboxylic acid methyl ester
• CAS No.: 92012-05-0
• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.38

Synonyms:(2S,7S)-10-Benzoyl-9-oxa-10-aza-tricyclo[6.2.2.0^2,7]dodec-4-ene-7-carboxylic acid methyl ester

Chemical Property of (2S,7S)-10-Benzoyl-9-oxa-10-aza-tricyclo[6.2.2.0^2,7]dodec-4-ene-7-carboxylic acid methyl ester

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Technology Process of (2S,7S)-10-Benzoyl-9-oxa-10-aza-tricyclo[6.2.2.0^2,7]dodec-4-ene-7-carboxylic acid methyl ester

There total 15 articles about (2S,7S)-10-Benzoyl-9-oxa-10-aza-tricyclo[6.2.2.0^2,7]dodec-4-ene-7-carboxylic acid methyl ester 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: 86.0%

C26H27N3O6S → (1R,2S,7S,8S)-10-Benzoyl-9-oxa-10-aza-tricyclo[6.2.2.02,7]dodec-4-ene-7-carboxylic acid methyl ester (92012-05-0)

Guidance literature:

With benzo[1,3,2]dioxaborole; In chloroform; 0 - 25 gradC, 1 h and 50 gradC 12 h;

DOI:10.1016/S0040-4039(00)84072-1

Reference yield: 70.0%

methyl N-benzoyl-3-aza-2-oxabicyclo<2.2.2>oct-5-ene-6-carboxylate (92011-98-8) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → (2S,7S)-10-Benzoyl-9-oxa-10-aza-tricyclo[6.2.2.02,7]dodec-4-ene-7-carboxylic acid methyl ester (92012-05-0)

Guidance literature:

In 1,3,5-trimethyl-benzene; at 140 ℃; for 48h;

DOI:10.1021/jo00195a057

Reference yield: 70.0%

methyl N-benzoyl-3-aza-2-oxabicyclo<2.2.2>oct-5-ene-6-carboxylate (92011-98-8) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → (1R,2S,7S,8S)-10-Benzoyl-9-oxa-10-aza-tricyclo[6.2.2.02,7]dodec-4-ene-7-carboxylic acid methyl ester (92012-05-0)

Guidance literature:

In 1,3,5-trimethyl-benzene; at 130 - 140 ℃; for 48h; resealable tube;

DOI:10.1021/jo00211a025

upstream raw materials:

diazomethane

N-benzoyl-3-aza-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxabicyclo<2.2.2>oct-5-ene

buta-1,3-diene

methyl N-benzoyl-3-aza-2-oxabicyclo<2.2.2>oct-5-ene-6-carboxylate

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