4-benzylcarbamoyl-4-[(2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-propyl-amino]-piperidine-1-carboxylic acid allyl ester

Base Information

• Chemical Name: 4-benzylcarbamoyl-4-[(2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-propyl-amino]-piperidine-1-carboxylic acid allyl ester
• CAS No.: 905721-61-1
• Molecular Formula: C₃₁H₄₈N₄O₆
• Molecular Weight: 572.745
• Mol file: 905721-61-1.mol

Synonyms:4-benzylcarbamoyl-4-[(2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-propyl-amino]-piperidine-1-carboxylic acid allyl ester

Chemical Property of 4-benzylcarbamoyl-4-[(2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-propyl-amino]-piperidine-1-carboxylic acid allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-benzylcarbamoyl-4-[(2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-propyl-amino]-piperidine-1-carboxylic acid allyl ester

There total 1 articles about 4-benzylcarbamoyl-4-[(2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-propyl-amino]-piperidine-1-carboxylic acid allyl 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: 67.0%

propylamine (107-10-8,42939-71-9) + Boc-DL-Leu-OH (13139-15-6,53296-34-7) + Benzyl isocyanide (88333-03-3,10340-91-7) + 1-allyloxycarbonylpiperidin-4-one (306296-67-3) → 4-benzylcarbamoyl-4-[(2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-propyl-amino]-piperidine-1-carboxylic acid allyl ester (905721-61-1)

Guidance literature:

In methanol; at 20 ℃; for 72h;

DOI:10.1021/jm060051s

Reference yield:

4-benzylcarbamoyl-4-[(2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-propyl-amino]-piperidine-1-carboxylic acid allyl ester (905721-61-1) → 4-[(2-amino-4-methyl-pentanoyl)-propyl-amino]-4-benzylcarbamoyl-piperidine-1-carboxylic acid allyl ester

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 0 ℃; for 3h;

DOI:10.1021/jm060051s

Reference yield:

4-benzylcarbamoyl-4-[(2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-propyl-amino]-piperidine-1-carboxylic acid allyl ester (905721-61-1) → 3-(2-methylpropyl)-9-(4-phenoxyphenylmethyl)-1-propyl-1,4,9-triazaspiro[5.5]undeca-2,5-dione

Guidance literature:

Multi-step reaction with 4 steps

1: HCl / dioxane / 3 h / 0 °C

2: 651 mg / N,N-diisopropylethylamine / 1,2-dichloro-ethane / 16 h / Heating

3: 38 percent / AcOH; tributyltin hydride; tetrakis(triphenylphosphine)palladium ⁽⁰⁾ / CH₂Cl₂ / 0.33 h / 20 °C

4: AcOH; sodium triacetoxyborohydride / dimethylformamide / 16 h / 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1021/jm060051s

upstream raw materials:

propylamine

Boc-DL-Leu-OH

Benzyl isocyanide

1-allyloxycarbonylpiperidin-4-one