Methyl 3-[4-[2-[[2-[[(1,1-dimethylethoxy)carbonyl]amino]acetyl]amino]ethyl]phenoxy]benzenepropanoate

Base Information

• Chemical Name: Methyl 3-[4-[2-[[2-[[(1,1-dimethylethoxy)carbonyl]amino]acetyl]amino]ethyl]phenoxy]benzenepropanoate
• CAS No.: 129150-88-5
• Molecular Formula: C₂₅H₃₂N₂O₆
• Molecular Weight: 456.539
• ChEMBL ID: CHEMBL313905
• DSSTox Substance ID: DTXSID501113625
• Mol file: 129150-88-5.mol

Synonyms:CHEMBL313905;DTXSID501113625;129150-88-5;Methyl 3-[4-[2-[[2-[[(1,1-dimethylethoxy)carbonyl]amino]acetyl]amino]ethyl]phenoxy]benzenepropanoate

Chemical Property of Methyl 3-[4-[2-[[2-[[(1,1-dimethylethoxy)carbonyl]amino]acetyl]amino]ethyl]phenoxy]benzenepropanoate

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 13
• Exact Mass: 456.22603674
• Heavy Atom Count: 33
• Complexity: 625

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC(=O)NCCC1=CC=C(C=C1)OC2=CC=CC(=C2)CCC(=O)OC

Technology Process of Methyl 3-[4-[2-[[2-[[(1,1-dimethylethoxy)carbonyl]amino]acetyl]amino]ethyl]phenoxy]benzenepropanoate

There total 5 articles about Methyl 3-[4-[2-[[2-[[(1,1-dimethylethoxy)carbonyl]amino]acetyl]amino]ethyl]phenoxy]benzenepropanoate 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:

N-t-butoxycarbonyl-tyramine (64318-28-1) → 3-(3-{4-[2-(2-tert-Butoxycarbonylamino-acetylamino)-ethyl]-phenoxy}-phenyl)-propionic acid methyl ester (129150-88-5)

Guidance literature:

Multi-step reaction with 4 steps

2: 100 percent / H₂ / 10percent Pd/C / methanol / 8 h / 25 °C / 1520 Torr

3: 3.0M HCl / ethyl acetate / 25 °C

4: EDCI / dimethylformamide / 25 °C

With hydrogenchloride; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo00311a019

Reference yield:

methyl (E)-3-(3-iodophenyl)acrylate (58586-58-6) → 3-(3-{4-[2-(2-tert-Butoxycarbonylamino-acetylamino)-ethyl]-phenoxy}-phenyl)-propionic acid methyl ester (129150-88-5)

Guidance literature:

Multi-step reaction with 4 steps

2: 100 percent / H₂ / 10percent Pd/C / methanol / 8 h / 25 °C / 1520 Torr

3: 3.0M HCl / ethyl acetate / 25 °C

4: EDCI / dimethylformamide / 25 °C

With hydrogenchloride; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo00311a019

Reference yield:

(E)-3-{3-[4-(2-tert-Butoxycarbonylamino-ethyl)-phenoxy]-phenyl}-acrylic acid methyl ester (125786-87-0) → 3-(3-{4-[2-(2-tert-Butoxycarbonylamino-acetylamino)-ethyl]-phenoxy}-phenyl)-propionic acid methyl ester (129150-88-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / H₂ / 10percent Pd/C / methanol / 8 h / 25 °C / 1520 Torr

2: 3.0M HCl / ethyl acetate / 25 °C

3: EDCI / dimethylformamide / 25 °C

With hydrogenchloride; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo00311a019

upstream raw materials:

BOC-glycine

N-t-butoxycarbonyl-tyramine

methyl (E)-3-(3-iodophenyl)acrylate

(E)-3-{3-[4-(2-tert-Butoxycarbonylamino-ethyl)-phenoxy]-phenyl}-acrylic acid methyl ester

Downstream raw materials:

3-(3-{4-[2-(2-Amino-acetylamino)-ethyl]-phenoxy}-phenyl)-propionic acid pentafluorophenyl ester; hydrochloride