(2R,3R,4S)-2-[3-(2-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-ethoxy)-benzylamino]-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid

Base Information

• Chemical Name: (2R,3R,4S)-2-[3-(2-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-ethoxy)-benzylamino]-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid
• CAS No.: 1055041-46-7
• Molecular Formula: C₃₄H₅₂N₄O₉
• Molecular Weight: 660.808
• Mol file: 1055041-46-7.mol

Synonyms:(2R,3R,4S)-2-[3-(2-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-ethoxy)-benzylamino]-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid

Chemical Property of (2R,3R,4S)-2-[3-(2-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-ethoxy)-benzylamino]-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4S)-2-[3-(2-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-ethoxy)-benzylamino]-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid

There total 8 articles about (2R,3R,4S)-2-[3-(2-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-ethoxy)-benzylamino]-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid 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:

2-(2-(2-aminoethoxy)ethoxy)ethan-1-ol (6338-55-2) → (2R,3R,4S)-2-[3-(2-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-ethoxy)-benzylamino]-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid (1055041-46-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 1-hydroxybenzotriazole, N-ethyl-N'-(3-(dimethylamino)propyl)carbodiimide hydrochloride / dimethylformamide / 24 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 12 h / 0 - 20 °C

3: K₂CO₃, tetrabutylammonium iodide / dimethylsulfoxide / 4 h / 70 °C

4: hydroxyammonium chloride, aq. AcONa / ethanol / 1.5 h / 60 °C

5: formic acid, H₂ / 10percent Pd/C / methanol / 3 h / 760 Torr

6: ethanol / 24 h / 80 °C

7: 0.4 M aq. LiOH / dioxane / 16 h / Ambient temperature

With pyridine; lithium hydroxide; formic acid; hydroxylamine hydrochloride; hydrogen; sodium acetate; tetra-(n-butyl)ammonium iodide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jm950641i

Reference yield:

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) → (2R,3R,4S)-2-[3-(2-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-ethoxy)-benzylamino]-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid (1055041-46-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 1-hydroxybenzotriazole, N-ethyl-N'-(3-(dimethylamino)propyl)carbodiimide hydrochloride / dimethylformamide / 24 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 12 h / 0 - 20 °C

3: K₂CO₃, tetrabutylammonium iodide / dimethylsulfoxide / 4 h / 70 °C

4: hydroxyammonium chloride, aq. AcONa / ethanol / 1.5 h / 60 °C

5: formic acid, H₂ / 10percent Pd/C / methanol / 3 h / 760 Torr

6: ethanol / 24 h / 80 °C

7: 0.4 M aq. LiOH / dioxane / 16 h / Ambient temperature

With pyridine; lithium hydroxide; formic acid; hydroxylamine hydrochloride; hydrogen; sodium acetate; tetra-(n-butyl)ammonium iodide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jm950641i

Reference yield:

((S)-1-{2-[2-(2-Hydroxy-ethoxy)-ethoxy]-ethylcarbamoyl}-2-methyl-propyl)-carbamic acid benzyl ester → (2R,3R,4S)-2-[3-(2-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-ethoxy)-benzylamino]-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid (1055041-46-7)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridine / CH₂Cl₂ / 12 h / 0 - 20 °C

2: K₂CO₃, tetrabutylammonium iodide / dimethylsulfoxide / 4 h / 70 °C

3: hydroxyammonium chloride, aq. AcONa / ethanol / 1.5 h / 60 °C

4: formic acid, H₂ / 10percent Pd/C / methanol / 3 h / 760 Torr

5: ethanol / 24 h / 80 °C

6: 0.4 M aq. LiOH / dioxane / 16 h / Ambient temperature

With pyridine; lithium hydroxide; formic acid; hydroxylamine hydrochloride; hydrogen; sodium acetate; tetra-(n-butyl)ammonium iodide; potassium carbonate; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/jm950641i

upstream raw materials:

(2R,3R,4S)-2-[3-(2-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-ethoxy)-benzylamino]-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid ethyl ester

2-(2-(2-aminoethoxy)ethoxy)ethan-1-ol

(S)-N-(benzyloxycarbonyl)valine

[(S)-1-(2-{2-[2-(3-Formyl-phenoxy)-ethoxy]-ethoxy}-ethylcarbamoyl)-2-methyl-propyl]-carbamic acid benzyl ester

Downstream raw materials:

[(1S,2R)-1-Benzyl-2-hydroxy-2-((13S,16R)-13-isopropyl-12,15-dioxo-2,5,8-trioxa-11,14,17-triaza-bicyclo[17.3.1]tricosa-1⁽²³⁾,19,21-trien-16-yl)-ethyl]-carbamic acid tert-butyl ester