[4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2-cyanomethoxy-5-hydroxy-4-iodo-benzyl)-phenoxy]-acetonitrile

Base Information

• Chemical Name: [4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2-cyanomethoxy-5-hydroxy-4-iodo-benzyl)-phenoxy]-acetonitrile
• CAS No.: 195601-73-1
• Molecular Formula: C₄₁H₃₉IN₂O₅Si
• Molecular Weight: 794.761

Synonyms:[4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2-cyanomethoxy-5-hydroxy-4-iodo-benzyl)-phenoxy]-acetonitrile

Chemical Property of [4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2-cyanomethoxy-5-hydroxy-4-iodo-benzyl)-phenoxy]-acetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2-cyanomethoxy-5-hydroxy-4-iodo-benzyl)-phenoxy]-acetonitrile

There total 12 articles about [4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2-cyanomethoxy-5-hydroxy-4-iodo-benzyl)-phenoxy]-acetonitrile 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: 82.0%

[4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2-cyanomethoxy-5-hydroxy-benzyl)-phenoxy]-acetonitrile (195601-72-0) → [4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2-cyanomethoxy-5-hydroxy-4-iodo-benzyl)-phenoxy]-acetonitrile (195601-73-1)

Guidance literature:

With morpholine; iodine; In dichloromethane; for 2.5h; Ambient temperature;

DOI:10.1021/jm970251r

Reference yield:

2,5-Dihydroxybenzaldehyde (1194-98-5) → [4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2-cyanomethoxy-5-hydroxy-4-iodo-benzyl)-phenoxy]-acetonitrile (195601-73-1)

Guidance literature:

Multi-step reaction with 10 steps

1: 98 percent / Et₃N / CH₂Cl₂ / Ambient temperature

2: 74 percent / K₂CO₃ / acetonitrile / 10 h / 80 °C

3: 93 percent / NaBH₄ / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 5 h

4: imidazole, 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 1 h

5: NaOMe, MeOH / tetrahydrofuran / 2 h

6: 84 percent / morpholine, I₂ / CH₂Cl₂ / 1.5 h / Ambient temperature

7: 97 percent / NaH, DMPU / tetrahydrofuran / 2.5 h / Ambient temperature

8: 1.) Zn, 1,2-dibromoethane, 2.) tetrakis(triphenylphosphine)palladium / 1.) THF, 0-5 deg C, 2.) THF, 60 deg C, 4.25 h

9: 98 percent / NaOMe, MeOH / tetrahydrofuran / 0.83 h / -50 °C

10: 82 percent / morpholine, I₂ / CH₂Cl₂ / 2.5 h / Ambient temperature

With morpholine; 1H-imidazole; methanol; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; iodine; sodium methylate; sodium hydride; potassium carbonate; ethylene dibromide; triethylamine; zinc; In tetrahydrofuran; dichloromethane; diethylene glycol dimethyl ether; acetonitrile;

DOI:10.1021/jm970251r

Reference yield:

2-hydroxy-5-benzoyloxybenzaldehyde (147067-92-3) → [4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2-cyanomethoxy-5-hydroxy-4-iodo-benzyl)-phenoxy]-acetonitrile (195601-73-1)

Guidance literature:

Multi-step reaction with 9 steps

1: 74 percent / K₂CO₃ / acetonitrile / 10 h / 80 °C

2: 93 percent / NaBH₄ / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 5 h

3: imidazole, 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 1 h

4: NaOMe, MeOH / tetrahydrofuran / 2 h

5: 84 percent / morpholine, I₂ / CH₂Cl₂ / 1.5 h / Ambient temperature

6: 97 percent / NaH, DMPU / tetrahydrofuran / 2.5 h / Ambient temperature

7: 1.) Zn, 1,2-dibromoethane, 2.) tetrakis(triphenylphosphine)palladium / 1.) THF, 0-5 deg C, 2.) THF, 60 deg C, 4.25 h

8: 98 percent / NaOMe, MeOH / tetrahydrofuran / 0.83 h / -50 °C

9: 82 percent / morpholine, I₂ / CH₂Cl₂ / 2.5 h / Ambient temperature

With morpholine; 1H-imidazole; methanol; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; iodine; sodium methylate; sodium hydride; potassium carbonate; ethylene dibromide; zinc; In tetrahydrofuran; dichloromethane; diethylene glycol dimethyl ether; acetonitrile;

DOI:10.1021/jm970251r

upstream raw materials:

[4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2-cyanomethoxy-5-hydroxy-benzyl)-phenoxy]-acetonitrile

2,5-Dihydroxybenzaldehyde

2-hydroxy-5-benzoyloxybenzaldehyde

benzyl bromide

Downstream raw materials:

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

[4-Benzyloxy-5-(5-benzyloxy-2-cyanomethoxy-4-iodo-benzyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-phenoxy]-acetonitrile

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