13-hydroxy-9-[2-({[(2-{5-hydroxy-2,2-dimethyl-13-oxo-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1⁽¹⁴⁾,3,5,7,9,11-hexaen-9-yl}phenyl)methyl]disulfanyl}methyl)phenyl]-2,2-dimethyl-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1⁽¹⁰⁾,3,6,8,11,13-hexaen-5-one

Base Information

• Chemical Name: 13-hydroxy-9-[2-({[(2-{5-hydroxy-2,2-dimethyl-13-oxo-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1⁽¹⁴⁾,3,5,7,9,11-hexaen-9-yl}phenyl)methyl]disulfanyl}methyl)phenyl]-2,2-dimethyl-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1⁽¹⁰⁾,3,6,8,11,13-hexaen-5-one
• CAS No.: 1452798-65-0
• Molecular Formula: C₄₄H₃₈O₄S₂Si₂
• Molecular Weight: 751.086

Synonyms:

Chemical Property of 13-hydroxy-9-[2-({[(2-{5-hydroxy-2,2-dimethyl-13-oxo-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1⁽¹⁴⁾,3,5,7,9,11-hexaen-9-yl}phenyl)methyl]disulfanyl}methyl)phenyl]-2,2-dimethyl-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1⁽¹⁰⁾,3,6,8,11,13-hexaen-5-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 13-hydroxy-9-[2-({[(2-{5-hydroxy-2,2-dimethyl-13-oxo-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1⁽¹⁴⁾,3,5,7,9,11-hexaen-9-yl}phenyl)methyl]disulfanyl}methyl)phenyl]-2,2-dimethyl-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1⁽¹⁰⁾,3,6,8,11,13-hexaen-5-one

There total 9 articles about 13-hydroxy-9-[2-({[(2-{5-hydroxy-2,2-dimethyl-13-oxo-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1⁽¹⁴⁾,3,5,7,9,11-hexaen-9-yl}phenyl)methyl]disulfanyl}methyl)phenyl]-2,2-dimethyl-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1⁽¹⁰⁾,3,6,8,11,13-hexaen-5-one 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: 13.0%

9',9'-dimethyl-3H-9'-silaspiro[2-benzothiophene-1,2'-tricyclo[8.4.0.0^{3,8}]tetra-decane]1'(10'),3'(8'),4',6',11',13'-hexaene-6',12'-diol (1383119-11-6) → (2-{13-hydroxy-2,2-dimethyl-5-oxo-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1(10),3,6,8,11,13-hexaen-9-yl}phenyl)methanesulfonic acid (1383119-19-4) + 13-hydroxy-9-[2-({[(2-{5-hydroxy-2,2-dimethyl-13-oxo-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1(14),3,5,7,9,11-hexaen-9-yl}phenyl)methyl]disulfanyl}methyl)phenyl]-2,2-dimethyl-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1(10),3,6,8,11,13-hexaen-5-one (1452798-65-0)

Guidance literature:

With sodium hypochlorite; In methanol; aq. phosphate buffer; for 0.0333333h; pH=7.4;

DOI:10.1021/ja401426s

Reference yield:

3-bromo-4-[(2-bromo-4-hydroxyphenyl)methyl]phenol (1383118-94-2) → (2-{13-hydroxy-2,2-dimethyl-5-oxo-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1(10),3,6,8,11,13-hexaen-9-yl}phenyl)methanesulfonic acid (1383119-19-4) + 13-hydroxy-9-[2-({[(2-{5-hydroxy-2,2-dimethyl-13-oxo-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1(14),3,5,7,9,11-hexaen-9-yl}phenyl)methyl]disulfanyl}methyl)phenyl]-2,2-dimethyl-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1(10),3,6,8,11,13-hexaen-5-one (1452798-65-0)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide; dichloromethane / 5 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 24 h / -78 - 20 °C

3.1: tetrabutyl ammonium fluoride / dichloromethane; tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / methanol / 12 h / 20 °C

5.1: 1H-imidazole / N,N-dimethyl-formamide; dichloromethane / 5 h / 20 °C / Inert atmosphere

6.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

6.2: 15 h / -78 - 20 °C / Inert atmosphere

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C

7.2: 0.08 h

7.3: 4 h / Reflux

8.1: sodium hypochlorite / aq. phosphate buffer; methanol / 0.03 h / pH 7.4

With 1H-imidazole; sodium hypochlorite; n-butyllithium; tetrabutyl ammonium fluoride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; aq. phosphate buffer; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja401426s

Reference yield:

3-bromo-4-({2-bromo-4-[(tert-butyldimethylsilyl)oxy]phenyl}methyl)phenoxy(tertbutyl)dimethylsilane (1383118-97-5) → (2-{13-hydroxy-2,2-dimethyl-5-oxo-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1(10),3,6,8,11,13-hexaen-9-yl}phenyl)methanesulfonic acid (1383119-19-4) + 13-hydroxy-9-[2-({[(2-{5-hydroxy-2,2-dimethyl-13-oxo-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1(14),3,5,7,9,11-hexaen-9-yl}phenyl)methyl]disulfanyl}methyl)phenyl]-2,2-dimethyl-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1(10),3,6,8,11,13-hexaen-5-one (1452798-65-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: 24 h / -78 - 20 °C

2.1: tetrabutyl ammonium fluoride / dichloromethane; tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / methanol / 12 h / 20 °C

4.1: 1H-imidazole / N,N-dimethyl-formamide; dichloromethane / 5 h / 20 °C / Inert atmosphere

5.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

5.2: 15 h / -78 - 20 °C / Inert atmosphere

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C

6.2: 0.08 h

6.3: 4 h / Reflux

7.1: sodium hypochlorite / aq. phosphate buffer; methanol / 0.03 h / pH 7.4

With 1H-imidazole; sodium hypochlorite; n-butyllithium; tetrabutyl ammonium fluoride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; aq. phosphate buffer; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja401426s

upstream raw materials:

5,13-bis[(tert-butyldimethylsilyl)oxy]-9-{2-[(tert-butylsulfanyl)methyl]phenyl}-2,2-dimethyl-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1⁽¹⁰⁾,3⁽⁸⁾,4,6,11,13-hexaen-9-ol

3-Bromophenol

3-bromo-4-[(2-bromo-4-hydroxyphenyl)methyl]phenol

3-bromo-4-({2-bromo-4-[(tert-butyldimethylsilyl)oxy]phenyl}methyl)phenoxy(tertbutyl)dimethylsilane

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