(S)-4-tert-Butoxycarbonylamino-4-dipentylcarbamoyl-butyric acid benzyl ester

Base Information

• Chemical Name: (S)-4-tert-Butoxycarbonylamino-4-dipentylcarbamoyl-butyric acid benzyl ester
• CAS No.: 123620-03-1
• Molecular Formula: C₂₇H₄₄N₂O₅
• Molecular Weight: 476.657
• Mol file: 123620-03-1.mol

Synonyms:(S)-4-tert-Butoxycarbonylamino-4-dipentylcarbamoyl-butyric acid benzyl ester

Chemical Property of (S)-4-tert-Butoxycarbonylamino-4-dipentylcarbamoyl-butyric acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (S)-4-tert-Butoxycarbonylamino-4-dipentylcarbamoyl-butyric acid benzyl ester

There total 1 articles about (S)-4-tert-Butoxycarbonylamino-4-dipentylcarbamoyl-butyric acid benzyl 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:

Boc-Glu(OBzl)-OH (13574-13-5) + Di-n-amylamine (2050-92-2) → (S)-4-tert-Butoxycarbonylamino-4-dipentylcarbamoyl-butyric acid benzyl ester (123620-03-1)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; pH >8.5;

DOI:10.1021/jm00164a020

Reference yield:

(S)-4-tert-Butoxycarbonylamino-4-dipentylcarbamoyl-butyric acid benzyl ester (123620-03-1) → (S)-4-Amino-4-dipentylcarbamoyl-butyric acid benzyl ester; hydrochloride (122742-47-6)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at -25 ℃; for 0.333333h;

DOI:10.1021/jm00164a020

Reference yield:

(S)-4-tert-Butoxycarbonylamino-4-dipentylcarbamoyl-butyric acid benzyl ester (123620-03-1) → (S)-2-[3-(3-Methoxy-phenyl)-ureido]-5-oxo-5-pyrrolidin-1-yl-pentanoic acid dipentylamide (123540-72-7)

Guidance literature:

Multi-step reaction with 4 steps

1: HCl gas / ethyl acetate / 0.33 h / -25 °C

2: 1.) Et₃N / tetrahydrofuran / 2.) room temp., 24 h

3: 2.5 N NaOH / tetrahydrofuran / the other reagent, solvent, with catalyst

4: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / 48 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00164a020

upstream raw materials:

Boc-Glu(OBzl)-OH

Di-n-amylamine

Downstream raw materials:

(S)-4-Amino-4-dipentylcarbamoyl-butyric acid benzyl ester; hydrochloride

(S)-4-Dipentylcarbamoyl-4-[3-(3-methoxy-phenyl)-ureido]-butyric acid

(S)-2-[3-(3-Methoxy-phenyl)-ureido]-5-oxo-5-pyrrolidin-1-yl-pentanoic acid dipentylamide

(S)-4-Dipentylcarbamoyl-4-[3-(3-methoxy-phenyl)-ureido]-butyric acid benzyl ester

Refernces