Acetic acid (1R,2S,3R,6R,7R,8R,9S)-9-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-isopropyl-3-methyl-11-oxo-10,13-dioxa-tricyclo[6.4.1.0^2,7]tridec-3-yl ester

Base Information

• Chemical Name: Acetic acid (1R,2S,3R,6R,7R,8R,9S)-9-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-isopropyl-3-methyl-11-oxo-10,13-dioxa-tricyclo[6.4.1.0^2,7]tridec-3-yl ester
• CAS No.: 876748-79-7
• Molecular Formula: C₃₆H₅₀O₆Si
• Molecular Weight: 606.875

Synonyms:Acetic acid (1R,2S,3R,6R,7R,8R,9S)-9-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-isopropyl-3-methyl-11-oxo-10,13-dioxa-tricyclo[6.4.1.0^2,7]tridec-3-yl ester

Chemical Property of Acetic acid (1R,2S,3R,6R,7R,8R,9S)-9-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-isopropyl-3-methyl-11-oxo-10,13-dioxa-tricyclo[6.4.1.0^2,7]tridec-3-yl ester

Chemical Property:

Purity/Quality:

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Technology Process of Acetic acid (1R,2S,3R,6R,7R,8R,9S)-9-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-isopropyl-3-methyl-11-oxo-10,13-dioxa-tricyclo[6.4.1.0^2,7]tridec-3-yl ester

There total 4 articles about Acetic acid (1R,2S,3R,6R,7R,8R,9S)-9-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-isopropyl-3-methyl-11-oxo-10,13-dioxa-tricyclo[6.4.1.0^2,7]tridec-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: 44.0%

Acetic acid (1R,2S,3R,6R,7R,8R,9S)-9-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-isopropyl-3-methyl-10-oxo-12-oxa-tricyclo[6.3.1.02,7]dodec-3-yl ester (876748-80-0) → Acetic acid (1R,2S,3R,6R,7R,8R,9S)-9-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-isopropyl-3-methyl-11-oxo-10,13-dioxa-tricyclo[6.4.1.02,7]tridec-3-yl ester (876748-79-7)

Guidance literature:

With disodium hydrogenphosphate; trifluoroacetyl peroxide; In dichloromethane; at 20 ℃;

DOI:10.1021/jo052290d

Reference yield:

(1R,2R,6R,7R,8R,9S)-9-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-isopropyl-3-methyl-12-oxa-tricyclo[6.3.1.02,7]dodec-3-en-10-one (876748-82-2) → Acetic acid (1R,2S,3R,6R,7R,8R,9S)-9-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-isopropyl-3-methyl-11-oxo-10,13-dioxa-tricyclo[6.4.1.02,7]tridec-3-yl ester (876748-79-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / H₂O; N-bromosuccinimide / tetrahydrofuran / 4 h / 20 °C

2: 100 percent / 2,2'-azobisisobutyronitrile; n-Bu₃SnH / benzene / 3 h / 80 °C

3: 88 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 6 h / -10 - 20 °C

4: 44 percent / Na₂HPO₄; CF₃CO₃H / CH₂Cl₂ / 20 °C

With dmap; disodium hydrogenphosphate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); trifluoroacetyl peroxide; water; tri-n-butyl-tin hydride; triethylamine; In tetrahydrofuran; dichloromethane; benzene; 4: Baeyer-Villiger oxidation;

DOI:10.1021/jo052290d

Reference yield:

(1R,2S,3S,4S,6R,7R,8R,9S)-4-Bromo-9-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-hydroxy-6-isopropyl-3-methyl-12-oxa-tricyclo[6.3.1.02,7]dodecan-10-one (876748-96-8) → Acetic acid (1R,2S,3R,6R,7R,8R,9S)-9-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-isopropyl-3-methyl-11-oxo-10,13-dioxa-tricyclo[6.4.1.02,7]tridec-3-yl ester (876748-79-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / 2,2'-azobisisobutyronitrile; n-Bu₃SnH / benzene / 3 h / 80 °C

2: 88 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 6 h / -10 - 20 °C

3: 44 percent / Na₂HPO₄; CF₃CO₃H / CH₂Cl₂ / 20 °C

With dmap; disodium hydrogenphosphate; 2,2'-azobis(isobutyronitrile); trifluoroacetyl peroxide; tri-n-butyl-tin hydride; triethylamine; In dichloromethane; benzene; 3: Baeyer-Villiger oxidation;

DOI:10.1021/jo052290d

upstream raw materials:

Acetic acid (1R,2S,3R,6R,7R,8R,9S)-9-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-isopropyl-3-methyl-10-oxo-12-oxa-tricyclo[6.3.1.0^2,7]dodec-3-yl ester

(1R,2R,6R,7R,8R,9S)-9-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-isopropyl-3-methyl-12-oxa-tricyclo[6.3.1.0^2,7]dodec-3-en-10-one

(1R,2S,3R,6R,7R,8R,9S)-9-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-3-hydroxy-6-isopropyl-3-methyl-12-oxa-tricyclo[6.3.1.0^2,7]dodecan-10-one

(1R,2S,3S,4S,6R,7R,8R,9S)-4-Bromo-9-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-hydroxy-6-isopropyl-3-methyl-12-oxa-tricyclo[6.3.1.0^2,7]dodecan-10-one

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