3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-6H-cyclopentisoquinoline-8-methanol

Base Information

• Chemical Name: 3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-6H-cyclopentisoquinoline-8-methanol
• CAS No.: 155349-13-6
• Molecular Formula: C₃₂H₃₇NO₄Si
• Molecular Weight: 527.736
• Mol file: 155349-13-6.mol

Synonyms:3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-6H-cyclopentisoquinoline-8-methanol

Chemical Property of 3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-6H-cyclopentisoquinoline-8-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-6H-cyclopentisoquinoline-8-methanol

There total 7 articles about 3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-6H-cyclopentisoquinoline-8-methanol 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:

ethyl 6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-2-methoxy-4-methyl-3-pyridinecarboxylate (145222-84-0) → 3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-6H-cyclopentisoquinoline-8-methanol (155349-13-6)

Guidance literature:

Multi-step reaction with 6 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

With sodium hydroxide; ethanol; dimethylsulfide borane complex; potassium tert-butylate; dihydrogen peroxide; sodium hydride; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; benzene;

DOI:10.1021/ja00104a009

Reference yield:

ethyl 6-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-2-methoxy-4-<(3-oxocyclopentyl)methyl>-3-pyridinecarboxylate (145222-85-1) → 3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-6H-cyclopentisoquinoline-8-methanol (155349-13-6)

Guidance literature:

Multi-step reaction with 5 steps

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

2: DDQ / benzene / 0.5 h / Ambient temperature

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

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

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

With sodium hydroxide; ethanol; dimethylsulfide borane complex; potassium tert-butylate; dihydrogen peroxide; sodium hydride; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; diethylazodicarboxylate; In tetrahydrofuran; benzene;

DOI:10.1021/ja00104a009

Reference yield:

7-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-5-methoxy-1,2,9,9a-tetrahydro-6-aza-cyclopenta[b]naphthalen-3-one (161321-63-7) → 3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-6H-cyclopentisoquinoline-8-methanol (155349-13-6)

Guidance literature:

Multi-step reaction with 4 steps

1: DDQ / benzene / 0.5 h / Ambient temperature

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

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

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

With sodium hydroxide; dimethylsulfide borane complex; potassium tert-butylate; dihydrogen peroxide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; diethylazodicarboxylate; In benzene;

DOI:10.1021/ja00104a009

upstream raw materials:

3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-8-methylene-6H-cyclopentisoquinoline

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

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

3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6,7-dihydro-1,9-dimethoxy-8H-cyclopentisoquinolin-8-one

Downstream raw materials:

3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-6H-cyclopentisoquinoline-8-carboxaldehyde

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

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

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