1-N-Boc-tirofiban-2-[3-[(1-t-butyl-1,1-dimethylsilyl)oxyl]-1,1-dimethylpropyl]-4,6-dimethoxyphenol

Base Information

• Chemical Name: 1-N-Boc-tirofiban-2-[3-[(1-t-butyl-1,1-dimethylsilyl)oxyl]-1,1-dimethylpropyl]-4,6-dimethoxyphenol
• CAS No.: 403857-08-9
• Molecular Formula: C₄₆H₇₆N₂O₁₀SSi
• Molecular Weight: 877.268

Synonyms:1-N-Boc-tirofiban-2-[3-[(1-t-butyl-1,1-dimethylsilyl)oxyl]-1,1-dimethylpropyl]-4,6-dimethoxyphenol

Chemical Property of 1-N-Boc-tirofiban-2-[3-[(1-t-butyl-1,1-dimethylsilyl)oxyl]-1,1-dimethylpropyl]-4,6-dimethoxyphenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-N-Boc-tirofiban-2-[3-[(1-t-butyl-1,1-dimethylsilyl)oxyl]-1,1-dimethylpropyl]-4,6-dimethoxyphenol

There total 14 articles about 1-N-Boc-tirofiban-2-[3-[(1-t-butyl-1,1-dimethylsilyl)oxyl]-1,1-dimethylpropyl]-4,6-dimethoxyphenol 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: 73.0%

4-(4-{4-[(S)-2-(Butane-1-sulfonylamino)-2-carboxy-ethyl]-phenoxy}-butyl)-piperidine-1-carboxylic acid tert-butyl ester (142373-59-9) + 1-O-t-butyldimethylsilyl-3-(2'-hydroxy-4',6'-dimethoxyphenyl)-3,3-dimethylpropanol (403857-07-8) → 1-N-Boc-tirofiban-2-[3-[(1-t-butyl-1,1-dimethylsilyl)oxyl]-1,1-dimethylpropyl]-4,6-dimethoxyphenol (403857-08-9)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 22h;

DOI:10.1021/ol010282n

Reference yield:

3-(piperidin-4-yl)propan-1-ol (7037-49-2) → 1-N-Boc-tirofiban-2-[3-[(1-t-butyl-1,1-dimethylsilyl)oxyl]-1,1-dimethylpropyl]-4,6-dimethoxyphenol (403857-08-9)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 92 percent / 1N NaOH / dioxane

2.1: 95 percent / (COCl)2; DMSO / CH₂Cl₂ / -78 °C

3.1: 40 percent / tetrahydrofuran

4.1: BH₃*THF

4.2: 90 percent / H₂O₂; NaOH

5.1: 80 percent / CBr₄; PPh₃ / CH₂Cl₂

6.1: 90 percent / NaH / dimethylformamide

7.1: 95 percent / H₂ / 10percent Pd/C / ethanol

8.1: 73 percent / DCC; DMAP / CH₂Cl₂ / 22 h / 0 - 20 °C

With dmap; sodium hydroxide; borane-THF; oxalyl dichloride; carbon tetrabromide; hydrogen; sodium hydride; dimethyl sulfoxide; dicyclohexyl-carbodiimide; triphenylphosphine; 10percent Pd/C; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; 2.1: Swern oxidation / 3.1: Wittig reaction;

DOI:10.1021/ol010282n

Reference yield:

4-(3-Hydroxypropyl)pyridine (2629-72-3) → 1-N-Boc-tirofiban-2-[3-[(1-t-butyl-1,1-dimethylsilyl)oxyl]-1,1-dimethylpropyl]-4,6-dimethoxyphenol (403857-08-9)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 90 percent / H₂; AcOH / 10percent Pd/C / 20 °C / 2585.81 Torr

2.1: 92 percent / 1N NaOH / dioxane

3.1: 95 percent / (COCl)2; DMSO / CH₂Cl₂ / -78 °C

4.1: 40 percent / tetrahydrofuran

5.1: BH₃*THF

5.2: 90 percent / H₂O₂; NaOH

6.1: 80 percent / CBr₄; PPh₃ / CH₂Cl₂

7.1: 90 percent / NaH / dimethylformamide

8.1: 95 percent / H₂ / 10percent Pd/C / ethanol

9.1: 73 percent / DCC; DMAP / CH₂Cl₂ / 22 h / 0 - 20 °C

With dmap; sodium hydroxide; borane-THF; oxalyl dichloride; carbon tetrabromide; hydrogen; sodium hydride; acetic acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; triphenylphosphine; 10percent Pd/C; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; 3.1: Swern oxidation / 4.1: Wittig reaction;

DOI:10.1021/ol010282n

upstream raw materials:

4-(4-{4-[(S)-2-(Butane-1-sulfonylamino)-2-carboxy-ethyl]-phenoxy}-butyl)-piperidine-1-carboxylic acid tert-butyl ester

1-O-t-butyldimethylsilyl-3-(2'-hydroxy-4',6'-dimethoxyphenyl)-3,3-dimethylpropanol

3-(piperidin-4-yl)propan-1-ol

Methyl 3,3-dimethylacrylate

Downstream raw materials:

4-[4-(4-{2-(butane-1-sulfonylamino)-2-[2-(2-carboxy-1,1-dimethyl-ethyl)-3,5-dimethoxy-phenoxycarbonyl]-ethyl}-phenoxy)-butyl]-piperidine-1-carboxylic acid tert-butyl ester

3-(2-{(S)-2-(Butane-1-sulfonylamino)-3-[4-(4-piperidin-4-yl-butoxy)-phenyl]-propionyloxy}-4,6-dimethoxy-phenyl)-3-methyl-butyric acid

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