3'-({[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl)-6',7',8',9'-tetrahydro-1',4,5,6,8,9,10'-heptamethoxy-spiro[2H-benz[f]indene-2,9'-benz[g]isoquinoline]-1,3-dione

Base Information

Chemical Name:3'-({[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl)-6',7',8',9'-tetrahydro-1',4,5,6,8,9,10'-heptamethoxy-spiro[2H-benz[f]indene-2,9'-benz[g]isoquinoline]-1,3-dione
CAS No.:176981-32-1
Molecular Formula:C₄₉H₅₁NO₁₀Si
Molecular Weight:842.03
Hs Code.:

3'-({[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl)-6',7',8',9'-tetrahydro-1',4,5,6,8,9,10'-heptamethoxy-spiro[2H-benz[f]indene-2,9'-benz[g]isoquinoline]-1,3-dione

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Chemical Property of 3'-({[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl)-6',7',8',9'-tetrahydro-1',4,5,6,8,9,10'-heptamethoxy-spiro[2H-benz[f]indene-2,9'-benz[g]isoquinoline]-1,3-dione

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Technology Process of 3'-({[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl)-6',7',8',9'-tetrahydro-1',4,5,6,8,9,10'-heptamethoxy-spiro[2H-benz[f]indene-2,9'-benz[g]isoquinoline]-1,3-dione

There total 10 articles about 3'-({[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl)-6',7',8',9'-tetrahydro-1',4,5,6,8,9,10'-heptamethoxy-spiro[2H-benz[f]indene-2,9'-benz[g]isoquinoline]-1,3-dione 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:

: 176981-31-0
C₅₆H₅₉NO₁₁Si

: 176981-32-1
3'-({[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl)-6',7',8',9'-tetrahydro-1',4,5,6,8,9,10'-heptamethoxy-spiro[2H-benz[f]indene-2,9'-benz[g]isoquinoline]-1,3-dione

Guidance literature:: With lead(IV) acetate; potassium carbonate; In dichloromethane; for 0.5h; Yield given;
DOI:10.1016/0040-4020(96)00245-1

Reference yield:

: 145222-84-0
ethyl 6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-2-methoxy-4-methyl-3-pyridinecarboxylate

: 176981-32-1
3'-({[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl)-6',7',8',9'-tetrahydro-1',4,5,6,8,9,10'-heptamethoxy-spiro[2H-benz[f]indene-2,9'-benz[g]isoquinoline]-1,3-dione

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) LDA / 1.) hexane, THF, -78 deg C, 5 min, 2.) hexane, THF, -78 deg C, 3 h

2: 83 percent / DDQ / CH₂Cl₂ / 0.17 h / Ambient temperature

3: 80 percent / K₂CO₃ / acetone / 12 h / Heating

4: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, RT, 1 h

5: 66 percent / CF₃COOAg / CH₂Cl₂; diethyl ether / 0.5 h / -78 °C

6: 1.) n-BuLi / 1.) hexane, THF, Et₂O, -78 deg C, 10 min, 2.) hexane, THF, Et₂O, -78 deg C, 15 min

7: 79 percent / Et₃B, Ph₃SnH / hexane; benzene / 0.5 h

8: 88 percent / Ph₃BiCO₃ / toluene; pyridine / 3 h / 90 °C

9: OsO₄, MeSO₂NH₂ / pyridine / 9 h / Ambient temperature

10: K₂CO₃, Pb(OAc)4 / CH₂Cl₂ / 0.5 h

With lead(IV) acetate; osmium(VIII) oxide; n-butyllithium; triethyl borane; methanesulfonamide; Ph₃BiCO₃; triphenylstannane; potassium tert-butylate; silver trifluoroacetate; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; In pyridine; diethyl ether; hexane; dichloromethane; acetone; toluene; benzene;
DOI:10.1016/0040-4020(96)00245-1

Reference yield:

: 176981-13-8
3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methoxy-5a,7,8,9a-tetrahydro-5H,6H-benzo[g]isoquinoline-9,10-dione

: 176981-32-1
3'-({[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl)-6',7',8',9'-tetrahydro-1',4,5,6,8,9,10'-heptamethoxy-spiro[2H-benz[f]indene-2,9'-benz[g]isoquinoline]-1,3-dione

Guidance literature:: Multi-step reaction with 9 steps

1: 83 percent / DDQ / CH₂Cl₂ / 0.17 h / Ambient temperature

2: 80 percent / K₂CO₃ / acetone / 12 h / Heating

3: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, RT, 1 h

4: 66 percent / CF₃COOAg / CH₂Cl₂; diethyl ether / 0.5 h / -78 °C

5: 1.) n-BuLi / 1.) hexane, THF, Et₂O, -78 deg C, 10 min, 2.) hexane, THF, Et₂O, -78 deg C, 15 min

6: 79 percent / Et₃B, Ph₃SnH / hexane; benzene / 0.5 h

7: 88 percent / Ph₃BiCO₃ / toluene; pyridine / 3 h / 90 °C

8: OsO₄, MeSO₂NH₂ / pyridine / 9 h / Ambient temperature

9: K₂CO₃, Pb(OAc)4 / CH₂Cl₂ / 0.5 h

With lead(IV) acetate; osmium(VIII) oxide; n-butyllithium; triethyl borane; methanesulfonamide; Ph₃BiCO₃; triphenylstannane; potassium tert-butylate; silver trifluoroacetate; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In pyridine; diethyl ether; hexane; dichloromethane; acetone; toluene; benzene;
DOI:10.1016/0040-4020(96)00245-1