4-(3-((tert-butyldimethylsilyl)oxy)phenyl)<4.4.1>propella-2,8-diene-11-carboxylic acid

Base Information

Chemical Name:4-(3-((tert-butyldimethylsilyl)oxy)phenyl)<4.4.1>propella-2,8-diene-11-carboxylic acid
CAS No.:142566-67-4
Molecular Formula:C₂₄H₃₂O₃Si
Molecular Weight:396.602
Hs Code.:

Synonyms:4-(3-((tert-butyldimethylsilyl)oxy)phenyl)<4.4.1>propella-2,8-diene-11-carboxylic acid

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Chemical Property of 4-(3-((tert-butyldimethylsilyl)oxy)phenyl)<4.4.1>propella-2,8-diene-11-carboxylic acid

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Technology Process of 4-(3-((tert-butyldimethylsilyl)oxy)phenyl)<4.4.1>propella-2,8-diene-11-carboxylic acid

There total 12 articles about 4-(3-((tert-butyldimethylsilyl)oxy)phenyl)<4.4.1>propella-2,8-diene-11-carboxylic acid 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:

: 3846-07-9
dimethyl 1,4,4a,5,8,8a-hexahydronaphhtalene-cis-4a,8a-dicarboxylate

: 142566-67-4
4-(3-((tert-butyldimethylsilyl)oxy)phenyl)<4.4.1>propella-2,8-diene-11-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / Na-K / diethyl ether / 4 h / Ambient temperature

2: 96 percent / methanol / 20 h / Ambient temperature

3: 96 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

4: 96 percent / aq. LiOH / tetrahydrofuran / 24 h / Ambient temperature

5: 95 percent / aq. KI, I₂, aq. NaHCO₃ / 24 h

6: 97 percent / DBU / benzene / 24 h / Ambient temperature

7: 1.) BuLi, 2.) CuBr*Me₂S

With lithium hydroxide; n-butyllithium; potassium Sodium; copper(I) bromide dimethylsulfide complex; iodine; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; potassium iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1021/ja00102a020

Reference yield:

: 3642-04-4
1,4,4a,5,8,8a-hexahydronaphthalene-cis-4a,8a-dicarboxylic acid

: 142566-67-4
4-(3-((tert-butyldimethylsilyl)oxy)phenyl)<4.4.1>propella-2,8-diene-11-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / K₂CO₃ / acetonitrile / 3 h

2: 100 percent / Na-K / diethyl ether / 4 h / Ambient temperature

3: 96 percent / methanol / 20 h / Ambient temperature

4: 96 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

5: 96 percent / aq. LiOH / tetrahydrofuran / 24 h / Ambient temperature

6: 95 percent / aq. KI, I₂, aq. NaHCO₃ / 24 h

7: 97 percent / DBU / benzene / 24 h / Ambient temperature

8: 1.) BuLi, 2.) CuBr*Me₂S

With lithium hydroxide; n-butyllithium; potassium Sodium; copper(I) bromide dimethylsulfide complex; iodine; sodium hydrogencarbonate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; potassium iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile; benzene;
DOI:10.1021/ja00102a020

Reference yield:

: 52910-39-1
<4.4.1>propella-3,8-diene-11-carboxylic acid

: 142566-67-4
4-(3-((tert-butyldimethylsilyl)oxy)phenyl)<4.4.1>propella-2,8-diene-11-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / aq. KI, I₂, aq. NaHCO₃ / 24 h

2: 97 percent / DBU / benzene / 24 h / Ambient temperature

3: 1.) BuLi, 2.) CuBr*Me₂S

With n-butyllithium; copper(I) bromide dimethylsulfide complex; iodine; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide; In benzene;
DOI:10.1021/ja00102a020