Benzoic acid 3-[4-{4-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-5-cyanomethoxy-2-methoxy-benzyl}-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-4-cyanomethoxy-phenyl ester

Base Information

• Chemical Name: Benzoic acid 3-[4-{4-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-5-cyanomethoxy-2-methoxy-benzyl}-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-4-cyanomethoxy-phenyl ester
• CAS No.: 195601-92-4
• Molecular Formula: C₆₆H₇₂N₂O₁₄Si
• Molecular Weight: 1145.39

Synonyms:Benzoic acid 3-[4-{4-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-5-cyanomethoxy-2-methoxy-benzyl}-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-4-cyanomethoxy-phenyl ester

Chemical Property of Benzoic acid 3-[4-{4-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-5-cyanomethoxy-2-methoxy-benzyl}-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-4-cyanomethoxy-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid 3-[4-{4-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-5-cyanomethoxy-2-methoxy-benzyl}-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-4-cyanomethoxy-phenyl ester

There total 17 articles about Benzoic acid 3-[4-{4-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-5-cyanomethoxy-2-methoxy-benzyl}-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-4-cyanomethoxy-phenyl ester 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:

2,5-Dihydroxybenzaldehyde (1194-98-5) → Benzoic acid 3-[4-{4-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-5-cyanomethoxy-2-methoxy-benzyl}-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-4-cyanomethoxy-phenyl ester (195601-92-4)

Guidance literature:

Multi-step reaction with 10 steps

1: 98 percent / Et₃N / CH₂Cl₂ / Ambient temperature

2: 82 percent / NaH, DMPU / tetrahydrofuran / 1.5 h / Ambient temperature

3: NaBH₄ / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 1.5 h

4: imidazole / CH₂Cl₂ / 1.5 h

5: 81 percent / morpholime, N-iodosuccinamide (NIS) / CH₂Cl₂ / 3 h / 0 - 20 °C

6: 51 percent / NaH, DMPU / tetrahydrofuran / 1.5 h / Ambient temperature

7: 1.) Zn, 1,2-dibromoethane, 2.) tetrakis(triphenylphosphine)palladium / 1.) THF, 0-5 deg C, 2.) THF, 65 deg C, 5 h

8: 82 percent / acetic acid, tetrabutylammonium fluoride / tetrahydrofuran / 3 h

9: 59 percent / Ph₃P, NBS / tetrahydrofuran / 1.5 h

10: 1.) Zn, 1,2-dibromoethane, 2.) tetrakis(triphenylphosphine)palladium / 1.) THF, 0-5 deg C, 2.) THF, 70 deg C, overnight

With morpholine; 1H-imidazole; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium tetrahydroborate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-Iodosuccinamide; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; ethylene dibromide; triethylamine; triphenylphosphine; zinc; In tetrahydrofuran; dichloromethane; diethylene glycol dimethyl ether;

DOI:10.1021/jm970251r

Reference yield:

2-hydroxy-5-benzoyloxybenzaldehyde (147067-92-3) → Benzoic acid 3-[4-{4-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-5-cyanomethoxy-2-methoxy-benzyl}-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-4-cyanomethoxy-phenyl ester (195601-92-4)

Guidance literature:

Multi-step reaction with 9 steps

1: 82 percent / NaH, DMPU / tetrahydrofuran / 1.5 h / Ambient temperature

2: NaBH₄ / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 1.5 h

3: imidazole / CH₂Cl₂ / 1.5 h

4: 81 percent / morpholime, N-iodosuccinamide (NIS) / CH₂Cl₂ / 3 h / 0 - 20 °C

5: 51 percent / NaH, DMPU / tetrahydrofuran / 1.5 h / Ambient temperature

6: 1.) Zn, 1,2-dibromoethane, 2.) tetrakis(triphenylphosphine)palladium / 1.) THF, 0-5 deg C, 2.) THF, 65 deg C, 5 h

7: 82 percent / acetic acid, tetrabutylammonium fluoride / tetrahydrofuran / 3 h

8: 59 percent / Ph₃P, NBS / tetrahydrofuran / 1.5 h

9: 1.) Zn, 1,2-dibromoethane, 2.) tetrakis(triphenylphosphine)palladium / 1.) THF, 0-5 deg C, 2.) THF, 70 deg C, overnight

With morpholine; 1H-imidazole; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium tetrahydroborate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-Iodosuccinamide; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; ethylene dibromide; triphenylphosphine; zinc; In tetrahydrofuran; dichloromethane; diethylene glycol dimethyl ether;

DOI:10.1021/jm970251r

Reference yield:

3-Hydroxymethyl-4-(2-methoxy-ethoxymethoxy)-phenol → Benzoic acid 3-[4-{4-[4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-5-cyanomethoxy-2-methoxy-benzyl}-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-4-cyanomethoxy-phenyl ester (195601-92-4)

Guidance literature:

Multi-step reaction with 7 steps

1: imidazole / CH₂Cl₂ / 1.5 h

2: 81 percent / morpholime, N-iodosuccinamide (NIS) / CH₂Cl₂ / 3 h / 0 - 20 °C

3: 51 percent / NaH, DMPU / tetrahydrofuran / 1.5 h / Ambient temperature

4: 1.) Zn, 1,2-dibromoethane, 2.) tetrakis(triphenylphosphine)palladium / 1.) THF, 0-5 deg C, 2.) THF, 65 deg C, 5 h

5: 82 percent / acetic acid, tetrabutylammonium fluoride / tetrahydrofuran / 3 h

6: 59 percent / Ph₃P, NBS / tetrahydrofuran / 1.5 h

7: 1.) Zn, 1,2-dibromoethane, 2.) tetrakis(triphenylphosphine)palladium / 1.) THF, 0-5 deg C, 2.) THF, 70 deg C, overnight

With morpholine; 1H-imidazole; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-Iodosuccinamide; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; ethylene dibromide; triphenylphosphine; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm970251r

upstream raw materials:

Benzoic acid 3-[4-bromomethyl-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-4-cyanomethoxy-phenyl ester

{2-[4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-5-iodo-4-methoxy-phenoxy}-acetonitrile

2,5-Dihydroxybenzaldehyde

2-hydroxy-5-benzoyloxybenzaldehyde

Downstream raw materials:

{2-[4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-5-[4-(2-cyanomethoxy-4-iodo-5-methoxy-benzyl)-5-methoxy-2-(2-methoxy-ethoxymethoxy)-benzyl]-4-methoxy-phenoxy}-acetonitrile

{2-[4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-5-[4-(2-cyanomethoxy-5-hydroxy-4-iodo-benzyl)-5-methoxy-2-(2-methoxy-ethoxymethoxy)-benzyl]-4-methoxy-phenoxy}-acetonitrile

{2-[4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methoxy-5-(2-methoxy-ethoxymethoxy)-benzyl]-5-[4-(2-cyanomethoxy-5-hydroxy-benzyl)-5-methoxy-2-(2-methoxy-ethoxymethoxy)-benzyl]-4-methoxy-phenoxy}-acetonitrile

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