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

Base Information

• Chemical Name: 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
• CAS No.: 152330-18-2
• Molecular Formula: C₂₄H₃₁BrO₇Si
• Molecular Weight: 539.495

Synonyms: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

Chemical Property of 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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Technology Process of 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

There total 1 articles about 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 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: 71.0%

1,6-anhydro-3-bromo-3,4-dideoxy-β-D-glycero-hex-3-enopyranosemp (78910-42-6) + 1-(benzoyloxy)-2-((tert-butyldimethylsilyl)oxy)-4-methoxy-1,3-butadiene → Benzoic acid (1S,2S,3R,6R,7R,9R)-7-bromo-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-8-oxo-10,12-dioxa-tricyclo[7.2.1.02,7]dodec-4-en-3-yl ester (152330-18-2)

Guidance literature:

In benzene; at 60 ℃; for 12h;

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

Reference yield: 80.0%

Benzoic acid (1S,2S,3R,6R,7R,9R)-7-bromo-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-8-oxo-10,12-dioxa-tricyclo[7.2.1.02,7]dodec-4-en-3-yl ester (152330-18-2) + triethyl phosphite (122-52-1) → Benzoic acid (1S,2S,3R,6R,9R)-4-(tert-butyl-dimethyl-silanyloxy)-8-(diethoxy-phosphoryloxy)-6-methoxy-10,12-dioxa-tricyclo[7.2.1.02,7]dodeca-4,7-dien-3-yl ester

Guidance literature:

for 12h; Ambient temperature;

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

Reference yield: 48.0%

Ethyl diphenylphosphinite (719-80-2) + Benzoic acid (1S,2S,3R,6R,7R,9R)-7-bromo-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-8-oxo-10,12-dioxa-tricyclo[7.2.1.02,7]dodec-4-en-3-yl ester (152330-18-2) → 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)

Guidance literature:

0 deg C, 1 h; then r.t., 1 h;

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

upstream raw materials:

1,6-anhydro-3-bromo-3,4-dideoxy-β-D-glycero-hex-3-enopyranosemp

Downstream 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

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

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