((S)-1-{(S)-1-[(S)-5-(1-Allylaminooxalyl-butylcarbamoyl)-3-benzyl-2-oxo-imidazolidine-1-carbonyl]-2-methyl-propylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: ((S)-1-{(S)-1-[(S)-5-(1-Allylaminooxalyl-butylcarbamoyl)-3-benzyl-2-oxo-imidazolidine-1-carbonyl]-2-methyl-propylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester
• CAS No.: 393546-99-1
• Molecular Formula: C₃₅H₅₂N₆O₈
• Molecular Weight: 684.833

Synonyms:

Chemical Property of ((S)-1-{(S)-1-[(S)-5-(1-Allylaminooxalyl-butylcarbamoyl)-3-benzyl-2-oxo-imidazolidine-1-carbonyl]-2-methyl-propylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((S)-1-{(S)-1-[(S)-5-(1-Allylaminooxalyl-butylcarbamoyl)-3-benzyl-2-oxo-imidazolidine-1-carbonyl]-2-methyl-propylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester

There total 7 articles about ((S)-1-{(S)-1-[(S)-5-(1-Allylaminooxalyl-butylcarbamoyl)-3-benzyl-2-oxo-imidazolidine-1-carbonyl]-2-methyl-propylcarbamoyl}-2-methyl-propyl)-carbamic 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: 78.0%

[(S)-1-((S)-1-{(S)-5-[1-(Allylcarbamoyl-hydroxy-methyl)-butylcarbamoyl]-3-benzyl-2-oxo-imidazolidine-1-carbonyl}-2-methyl-propylcarbamoyl)-2-methyl-propyl]-carbamic acid tert-butyl ester (811803-63-1) → ((S)-1-{(S)-1-[(S)-5-(1-Allylaminooxalyl-butylcarbamoyl)-3-benzyl-2-oxo-imidazolidine-1-carbonyl]-2-methyl-propylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester (393546-99-1)

Guidance literature:

With Dess-Martin periodane;

DOI:10.1016/j.bmcl.2004.09.058

Reference yield:

benzyl bromide (100-39-0) → ((S)-1-{(S)-1-[(S)-5-(1-Allylaminooxalyl-butylcarbamoyl)-3-benzyl-2-oxo-imidazolidine-1-carbonyl]-2-methyl-propylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester (393546-99-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: K₂CO₃; TBAI / 1,2-dimethoxy-ethane

2.1: HBr; AcOH

3.1: KO-tBu / tetrahydrofuran / -40 °C

3.2: tetrahydrofuran / -40 °C

4.1: 100 percent / H₂ / Pd/C / ethanol

5.1: 91 percent / EDCI; HOBt; NMM

6.1: HCl / dioxane

7.1: EDCI; HOBt; NMM

8.1: 78 percent / Dess-Martin periodinane

With 4-methyl-morpholine; hydrogenchloride; potassium tert-butylate; hydrogen bromide; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol;

DOI:10.1016/j.bmcl.2004.09.058

Reference yield:

benzyl (4S)-1-benzyl-2-oxoimidazolidine-4-carboxylate (89371-46-0) → ((S)-1-{(S)-1-[(S)-5-(1-Allylaminooxalyl-butylcarbamoyl)-3-benzyl-2-oxo-imidazolidine-1-carbonyl]-2-methyl-propylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester (393546-99-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: KO-tBu / tetrahydrofuran / -40 °C

1.2: tetrahydrofuran / -40 °C

2.1: 100 percent / H₂ / Pd/C / ethanol

3.1: 91 percent / EDCI; HOBt; NMM

4.1: HCl / dioxane

5.1: EDCI; HOBt; NMM

6.1: 78 percent / Dess-Martin periodinane

With 4-methyl-morpholine; hydrogenchloride; potassium tert-butylate; hydrogen; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol;

DOI:10.1016/j.bmcl.2004.09.058

upstream raw materials:

[(S)-1-((S)-1-{(S)-5-[1-(Allylcarbamoyl-hydroxy-methyl)-butylcarbamoyl]-3-benzyl-2-oxo-imidazolidine-1-carbonyl}-2-methyl-propylcarbamoyl)-2-methyl-propyl]-carbamic acid tert-butyl ester

benzyl bromide

benzyl (4S)-1-benzyl-2-oxoimidazolidine-4-carboxylate

benzyl (4S)-1-benzyl-3-benzyloxycarbonyl-2-oxo-imidazolidine-4-carboxylate

Downstream raw materials:

(S)-3-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-methyl-butyryl]-1-benzyl-2-oxo-imidazolidine-4-carboxylic acid (1-allylaminooxalyl-butyl)-amide

(S)-4-((S)-2-Acetylamino-4-tert-butoxycarbonyl-butyrylamino)-4-((S)-1-{(S)-1-[(S)-5-(1-allylaminooxalyl-butylcarbamoyl)-3-benzyl-2-oxo-imidazolidine-1-carbonyl]-2-methyl-propylcarbamoyl}-2-methyl-propylcarbamoyl)-butyric acid tert-butyl ester

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