3'-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6',7'-dihydro-1',4,5,6,8,9,9'-heptamethoxy-3-(phenylmethylene)spiro<2H-benzindene-2,8'-<8H>cyclopentisoquinolin>-1(3H)-one

Base Information

• Chemical Name: 3'-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6',7'-dihydro-1',4,5,6,8,9,9'-heptamethoxy-3-(phenylmethylene)spiro<2H-benzindene-2,8'-<8H>cyclopentisoquinolin>-1(3H)-one
• CAS No.: 145222-94-2
• Molecular Formula: C₅₅H₅₅NO₉Si
• Molecular Weight: 902.128
• Mol file: 145222-94-2.mol

Synonyms:3'-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6',7'-dihydro-1',4,5,6,8,9,9'-heptamethoxy-3-(phenylmethylene)spiro<2H-benzindene-2,8'-<8H>cyclopentisoquinolin>-1(3H)-one

Chemical Property of 3'-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6',7'-dihydro-1',4,5,6,8,9,9'-heptamethoxy-3-(phenylmethylene)spiro<2H-benzindene-2,8'-<8H>cyclopentisoquinolin>-1(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3'-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6',7'-dihydro-1',4,5,6,8,9,9'-heptamethoxy-3-(phenylmethylene)spiro<2H-benzindene-2,8'-<8H>cyclopentisoquinolin>-1(3H)-one

There total 16 articles about 3'-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6',7'-dihydro-1',4,5,6,8,9,9'-heptamethoxy-3-(phenylmethylene)spiro<2H-benzindene-2,8'-<8H>cyclopentisoquinolin>-1(3H)-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: 50.0%

<3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-8-(phenylseleno)-6H-cyclopentisoquinolin-8-yl><1,4,5,6,8-pentamethoxy-3-(phenylethynyl)-2-naphthalenyl>methanone (145222-93-1) → 3'-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6',7'-dihydro-1',4,5,6,8,9,9'-heptamethoxy-3-(phenylmethylene)spiro<2H-benzindene-2,8'-<8H>cyclopentisoquinolin>-1(3H)-one (145222-94-2)

Guidance literature:

With air; triethyl borane; triphenylstannane; In hexane; benzene; for 0.166667h; Ambient temperature;

DOI:10.1039/c39920001489 DOI:10.1021/ja00104a009

Reference yield:

7-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-5-methoxy-1,2-dihydro-6-aza-cyclopenta[b]naphthalen-3-one (145222-87-3) → 3'-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6',7'-dihydro-1',4,5,6,8,9,9'-heptamethoxy-3-(phenylmethylene)spiro<2H-benzindene-2,8'-<8H>cyclopentisoquinolin>-1(3H)-one (145222-94-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) DEAD, Ph₃P / 1.) THF, -78 deg C, 15 min, 2.) THF, overnight

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

3: 1.) BH₃*Me₂S, 2.) aq. NaOH, 30percent aq. H₂O₂ / 1.) THF, 0 deg C, 3 h, 2.) THF, 1 h

4: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, 50 min

5: 1.) BuLi / 1.) THF, Et₂O, hexane, -78 deg C, 5 min, 2.) THF, Et₂O, hexane, 60 min

6: 80 percent / Ph₃BiCO₃, pyridine / toluene / 48 h / 80 °C

7: 1.) LDA / 1.) THF, hexane, -78 deg C, 70 min, 2.) THF, hexane, -78 deg C, 5 min

8: 50 percent / Ph₃SnH, Et₃B, air / benzene; hexane / 0.17 h / Ambient temperature

With pyridine; sodium hydroxide; n-butyllithium; oxalyl dichloride; air; triethyl borane; dimethylsulfide borane complex; Ph₃BiCO₃; triphenylstannane; potassium tert-butylate; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In hexane; toluene; benzene;

DOI:10.1021/ja00104a009

Reference yield:

ethyl 6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-2-methoxy-4-methyl-3-pyridinecarboxylate (145222-84-0) → 3'-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6',7'-dihydro-1',4,5,6,8,9,9'-heptamethoxy-3-(phenylmethylene)spiro<2H-benzindene-2,8'-<8H>cyclopentisoquinolin>-1(3H)-one (145222-94-2)

Guidance literature:

Multi-step reaction with 11 steps

1: 1.) LDA / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 30 min

2: NaH, EtOH / tetrahydrofuran / 3 h / 0 °C

3: DDQ / benzene / 0.5 h / Ambient temperature

4: 1.) DEAD, Ph₃P / 1.) THF, -78 deg C, 15 min, 2.) THF, overnight

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

6: 1.) BH₃*Me₂S, 2.) aq. NaOH, 30percent aq. H₂O₂ / 1.) THF, 0 deg C, 3 h, 2.) THF, 1 h

7: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, 50 min

8: 1.) BuLi / 1.) THF, Et₂O, hexane, -78 deg C, 5 min, 2.) THF, Et₂O, hexane, 60 min

9: 80 percent / Ph₃BiCO₃, pyridine / toluene / 48 h / 80 °C

10: 1.) LDA / 1.) THF, hexane, -78 deg C, 70 min, 2.) THF, hexane, -78 deg C, 5 min

11: 50 percent / Ph₃SnH, Et₃B, air / benzene; hexane / 0.17 h / Ambient temperature

With pyridine; sodium hydroxide; n-butyllithium; oxalyl dichloride; air; ethanol; triethyl borane; dimethylsulfide borane complex; Ph₃BiCO₃; triphenylstannane; potassium tert-butylate; dihydrogen peroxide; sodium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; hexane; toluene; benzene;

DOI:10.1021/ja00104a009

upstream raw materials:

<3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-8-(phenylseleno)-6H-cyclopentisoquinolin-8-yl><1,4,5,6,8-pentamethoxy-3-(phenylethynyl)-2-naphthalenyl>methanone

2-bromo-1,4,5,6,8-pentamethoxy-3-(phenylethynyl)naphthalene

7-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-5-methoxy-1,2-dihydro-6-aza-cyclopenta[b]naphthalen-3-one

3-bromo-4,5,7,8-tetramethoxy-2-(phenylethynyl)-1-naphthalenol

Downstream raw materials:

3'-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6',7'-dihydro-3-hydroxy-3-(hydroxyphenylmethyl)-1',4,5,6,8,9,9'-heptamethoxyspiro<2H-benzindene-2,8'-<8H>cyclopentisoquinolin>-1(3H)-one

3'-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6',7'-dihydro-1',4,5,6,8,9,9'-heptamethoxyspiro<2H-benzindene-2,8'-<8H>cyclopentisoquinoline>-1,3-dione