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

Base Information

• Chemical Name: 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
• CAS No.: 403857-09-0
• Molecular Formula: C₄₀H₆₀N₂O₁₁S
• Molecular Weight: 776.989
• Mol file: 403857-09-0.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 18 articles about 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 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:

3-(piperidin-4-yl)propan-1-ol (7037-49-2) → 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 (403857-09-0)

Guidance literature:

Multi-step reaction with 12 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

9.1: AcOH; H₂O / tetrahydrofuran / 20 h / 20 °C

10.1: PCC / CH₂Cl₂ / 4 h

11.1: KMnO₄ / acetone; H₂O / 24 h

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

DOI:10.1021/ol010282n

Reference yield:

4-(3-Hydroxypropyl)pyridine (2629-72-3) → 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 (403857-09-0)

Guidance literature:

Multi-step reaction with 13 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

10.1: AcOH; H₂O / tetrahydrofuran / 20 h / 20 °C

11.1: PCC / CH₂Cl₂ / 4 h

12.1: KMnO₄ / acetone; H₂O / 24 h

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

DOI:10.1021/ol010282n

Reference yield:

N-Boc-piperidin-4-yl-propanol (156185-63-6) → 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 (403857-09-0)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 95 percent / (COCl)2; DMSO / CH₂Cl₂ / -78 °C

2.1: 40 percent / tetrahydrofuran

3.1: BH₃*THF

3.2: 90 percent / H₂O₂; NaOH

4.1: 80 percent / CBr₄; PPh₃ / CH₂Cl₂

5.1: 90 percent / NaH / dimethylformamide

6.1: 95 percent / H₂ / 10percent Pd/C / ethanol

7.1: 73 percent / DCC; DMAP / CH₂Cl₂ / 22 h / 0 - 20 °C

8.1: AcOH; H₂O / tetrahydrofuran / 20 h / 20 °C

9.1: PCC / CH₂Cl₂ / 4 h

10.1: KMnO₄ / acetone; H₂O / 24 h

With dmap; potassium permanganate; borane-THF; oxalyl dichloride; carbon tetrabromide; water; hydrogen; sodium hydride; acetic acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; triphenylphosphine; pyridinium chlorochromate; 10percent Pd/C; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; 1.1: Swern oxidation / 2.1: Wittig reaction;

DOI:10.1021/ol010282n

upstream raw materials:

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

Methyl 3,3-dimethylacrylate

4-(3-Hydroxypropyl)pyridine

3,5-dimethoxyphenol

Downstream raw materials:

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