4-{4-[4-((S)-2-Benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-butyl}-piperidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-{4-[4-((S)-2-Benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-butyl}-piperidine-1-carboxylic acid tert-butyl ester
• CAS No.: 142373-56-6
• Molecular Formula: C₃₂H₄₄N₂O₇
• Molecular Weight: 568.711

Synonyms:4-{4-[4-((S)-2-Benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-butyl}-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property of 4-{4-[4-((S)-2-Benzyloxycarbonylamino-2-methoxycarbonyl-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-((S)-2-Benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-butyl}-piperidine-1-carboxylic acid tert-butyl ester

There total 14 articles about 4-{4-[4-((S)-2-Benzyloxycarbonylamino-2-methoxycarbonyl-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: 100.0%

4-{4-[4-((S)-2-Benzyloxycarbonylamino-2-carboxy-ethyl)-phenoxy]-butyl}-piperidine-1-carboxylic acid tert-butyl ester (142355-84-8) + methyl iodide (74-88-4) → 4-{4-[4-((S)-2-Benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-butyl}-piperidine-1-carboxylic acid tert-butyl ester (142373-56-6)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1006/bioo.2001.1227

Reference yield:

pyridine-4-acetic acid (28356-58-3) → 4-{4-[4-((S)-2-Benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-butyl}-piperidine-1-carboxylic acid tert-butyl ester (142373-56-6)

Guidance literature:

Multi-step reaction with 11 steps

1: 87 percent / H₂ / PtO₂ / H₂O; acetic acid / 72 h / 2844.3 Torr

2: Et₃N / H₂O; dioxane / 96 h

3: 99 percent / BH₃ / tetrahydrofuran / 1 h

4: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 20 min, 2.) CH₂Cl₂, from -78 deg C to RT, 1.5 h

5: CH₂Cl₂ / Ambient temperature

6: 90 percent / H₂ / 10percent Pd/C / ethyl acetate

7: 97 percent / NaOH / methanol

8: 98 percent / BH₃ / tetrahydrofuran / 1 h

9: 85 percent / Ph₃P, CBr₄ / tetrahydrofuran; acetonitrile / 24 h

10: 1.) NaH / 1.) DMF, 1 h, 2.) DMF, 18 h

11: Cs₂CO₃ / dimethylformamide / 18 h

With sodium hydroxide; oxalyl dichloride; carbon tetrabromide; borane; hydrogen; sodium hydride; caesium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm00042a007

Reference yield:

4-(2-hydroxyethyl)piperidine-1-carboxylic acid tert-butyl ester (89151-44-0) → 4-{4-[4-((S)-2-Benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-butyl}-piperidine-1-carboxylic acid tert-butyl ester (142373-56-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 20 min, 2.) CH₂Cl₂, from -78 deg C to RT, 1.5 h

2: CH₂Cl₂ / Ambient temperature

3: 90 percent / H₂ / 10percent Pd/C / ethyl acetate

4: 97 percent / NaOH / methanol

5: 98 percent / BH₃ / tetrahydrofuran / 1 h

6: 85 percent / Ph₃P, CBr₄ / tetrahydrofuran; acetonitrile / 24 h

7: 1.) NaH / 1.) DMF, 1 h, 2.) DMF, 18 h

8: Cs₂CO₃ / dimethylformamide / 18 h

With sodium hydroxide; oxalyl dichloride; carbon tetrabromide; borane; hydrogen; sodium hydride; caesium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm00042a007

upstream raw materials:

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

methyl iodide

di-tert-butyl dicarbonate

4-(4-chloro-butyl)-piperidine

Downstream raw materials:

4-{4-[4-((S)-2-Amino-2-methoxycarbonyl-ethyl)-phenoxy]-butyl}-piperidine-1-carboxylic acid tert-butyl ester

4-{4-[4-((S)-2-Methoxycarbonyl-2-phenylmethanesulfonylamino-ethyl)-phenoxy]-butyl}-piperidine-1-carboxylic acid tert-butyl ester

4-{4-[4-((S)-2-Benzenesulfonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-butyl}-piperidine-1-carboxylic acid tert-butyl ester

4-(4-{4-[(S)-2-Carboxy-2-(2-phenyl-ethanesulfonylamino)-ethyl]-phenoxy}-butyl)-piperidine-1-carboxylic acid tert-butyl ester

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 142373-56-6 4-{4-[4-((S)-2-Benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-butyl}-piperidine-1-carboxylic acid tert-butyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send