Benzoic acid (1S,2S,3R,5R,6S,9R)-5-(tert-butyl-dimethyl-silanyloxy)-8-(diphenyl-phosphinoyloxy)-6-methoxy-4-oxo-10,12-dioxa-tricyclo[7.2.1.0^2,7]dodec-7-en-3-yl ester

Base Information

• Chemical Name: Benzoic acid (1S,2S,3R,5R,6S,9R)-5-(tert-butyl-dimethyl-silanyloxy)-8-(diphenyl-phosphinoyloxy)-6-methoxy-4-oxo-10,12-dioxa-tricyclo[7.2.1.0^2,7]dodec-7-en-3-yl ester
• CAS No.: 152330-20-6
• Molecular Formula: C₃₆H₄₁O₉PSi
• Molecular Weight: 676.775

Synonyms:

Chemical Property of Benzoic acid (1S,2S,3R,5R,6S,9R)-5-(tert-butyl-dimethyl-silanyloxy)-8-(diphenyl-phosphinoyloxy)-6-methoxy-4-oxo-10,12-dioxa-tricyclo[7.2.1.0^2,7]dodec-7-en-3-yl ester

Chemical Property:

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MSDS Files:

Useful:

Technology Process of Benzoic acid (1S,2S,3R,5R,6S,9R)-5-(tert-butyl-dimethyl-silanyloxy)-8-(diphenyl-phosphinoyloxy)-6-methoxy-4-oxo-10,12-dioxa-tricyclo[7.2.1.0^2,7]dodec-7-en-3-yl ester

There total 4 articles about Benzoic acid (1S,2S,3R,5R,6S,9R)-5-(tert-butyl-dimethyl-silanyloxy)-8-(diphenyl-phosphinoyloxy)-6-methoxy-4-oxo-10,12-dioxa-tricyclo[7.2.1.0^2,7]dodec-7-en-3-yl 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: 46.0%

Benzoic acid (1S,2S,3R,6R,9R)-4-(tert-butyl-dimethyl-silanyloxy)-8-(diphenyl-phosphinoyloxy)-6-methoxy-10,12-dioxa-tricyclo[7.2.1.02,7]dodeca-4,7-dien-3-yl ester (152330-21-7) → Benzoic acid (1S,2S,3R,5R,6S,9R)-5-(tert-butyl-dimethyl-silanyloxy)-8-(diphenyl-phosphinoyloxy)-6-methoxy-4-oxo-10,12-dioxa-tricyclo[7.2.1.02,7]dodec-7-en-3-yl ester (152330-20-6)

Guidance literature:

With disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 12h; Ambient temperature;

DOI:10.1016/S0040-4020(01)81827-5

Reference yield:

Ethyl diphenylphosphinite (719-80-2) → Benzoic acid (1S,2S,3R,5R,6S,9R)-5-(tert-butyl-dimethyl-silanyloxy)-8-(diphenyl-phosphinoyloxy)-6-methoxy-4-oxo-10,12-dioxa-tricyclo[7.2.1.02,7]dodec-7-en-3-yl ester (152330-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / 0 deg C, 1 h; then r.t., 1 h

2: 46 percent / Na₂HPO₄, MCPBA / CH₂Cl₂ / 12 h / Ambient temperature

With disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/S0040-4020(01)81827-5

Reference yield:

1-(benzoyloxy)-2-((tert-butyldimethylsilyl)oxy)-4-methoxy-1,3-butadiene → Benzoic acid (1S,2S,3R,5R,6S,9R)-5-(tert-butyl-dimethyl-silanyloxy)-8-(diphenyl-phosphinoyloxy)-6-methoxy-4-oxo-10,12-dioxa-tricyclo[7.2.1.02,7]dodec-7-en-3-yl ester (152330-20-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / benzene / 12 h / 60 °C

2: 48 percent / 0 deg C, 1 h; then r.t., 1 h

3: 46 percent / Na₂HPO₄, MCPBA / CH₂Cl₂ / 12 h / Ambient temperature

With disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; benzene;

DOI:10.1016/S0040-4020(01)81827-5

upstream raw materials:

Benzoic acid (1S,2S,3R,6R,9R)-4-(tert-butyl-dimethyl-silanyloxy)-8-(diphenyl-phosphinoyloxy)-6-methoxy-10,12-dioxa-tricyclo[7.2.1.0^2,7]dodeca-4,7-dien-3-yl ester

Ethyl diphenylphosphinite

Benzoic acid (1S,2S,3R,6R,7R,9R)-7-bromo-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-8-oxo-10,12-dioxa-tricyclo[7.2.1.0^2,7]dodec-4-en-3-yl ester

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