(R)-methyl 2-(3-((R)-2-(3-((R)-2-(3-aminophenoxy)propanamido)phenoxy)propanamido)phenoxy)propanoate

Base Information

• Chemical Name: (R)-methyl 2-(3-((R)-2-(3-((R)-2-(3-aminophenoxy)propanamido)phenoxy)propanamido)phenoxy)propanoate
• CAS No.: 1595156-77-6
• Molecular Formula: C₂₈H₃₁N₃O₇
• Molecular Weight: 521.57
• Mol file: 1595156-77-6.mol

Synonyms:(R)-methyl 2-(3-((R)-2-(3-((R)-2-(3-aminophenoxy)propanamido)phenoxy)propanamido)phenoxy)propanoate

Chemical Property of (R)-methyl 2-(3-((R)-2-(3-((R)-2-(3-aminophenoxy)propanamido)phenoxy)propanamido)phenoxy)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-methyl 2-(3-((R)-2-(3-((R)-2-(3-aminophenoxy)propanamido)phenoxy)propanamido)phenoxy)propanoate

There total 7 articles about (R)-methyl 2-(3-((R)-2-(3-((R)-2-(3-aminophenoxy)propanamido)phenoxy)propanamido)phenoxy)propanoate 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: 96.0%

(R)-methyl 2-(3-((R)-2-(3-((R)-2-(3-nitrophenoxy)propanamido)phenoxy)propanamido)phenoxy)propanoate (1595156-75-4) → (R)-methyl 2-(3-((R)-2-(3-((R)-2-(3-aminophenoxy)propanamido)phenoxy)propanamido)phenoxy)propanoate (1595156-77-6)

Guidance literature:

With palladium 10% on activated carbon; In tetrahydrofuran; at 20 ℃; for 46h;

DOI:10.1016/j.tetlet.2014.02.066

Reference yield:

meta-nitrophenol (554-84-7) → (R)-methyl 2-(3-((R)-2-(3-((R)-2-(3-aminophenoxy)propanamido)phenoxy)propanamido)phenoxy)propanoate (1595156-77-6)

Guidance literature:

Multi-step reaction with 4 steps

1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 28.5 h / 0 - 20 °C

2: lithium hydroxide / tetrahydrofuran; water / 7.5 h / 20 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / tetrahydrofuran / 26.5 h / 0 - 20 °C

4: palladium 10% on activated carbon / tetrahydrofuran / 46 h / 20 °C

With palladium 10% on activated carbon; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; lithium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; water; 1: |Mitsunobu Displacement;

DOI:10.1016/j.tetlet.2014.02.066

Reference yield:

methyl (R)-2-(3-nitrophenoxy)propionate (153546-07-7) → (R)-methyl 2-(3-((R)-2-(3-((R)-2-(3-aminophenoxy)propanamido)phenoxy)propanamido)phenoxy)propanoate (1595156-77-6)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium hydroxide / tetrahydrofuran; water / 7.5 h / 20 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / tetrahydrofuran / 26.5 h / 0 - 20 °C

3: palladium 10% on activated carbon / tetrahydrofuran / 46 h / 20 °C

With palladium 10% on activated carbon; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; water;

DOI:10.1016/j.tetlet.2014.02.066

upstream raw materials:

meta-nitrophenol

methyl (R)-2-(3-nitrophenoxy)propionate

(R)-2-(3-nitrophenoxy)propanoic acid

methyl (R)-2-(3-aminophenoxy)propanoate

Downstream raw materials:

(R)-2-(3-((R)-2-(3-((R)-2-(3-aminophenoxy)propanamido)phenoxy)propanamido)phenoxy)propanoic acid