[(2-{(1R,2R)-2-[2-(Bis-carboxymethyl-amino)-phenoxy]-1-methyl-propoxy}-4-methyl-phenyl)-carboxymethyl-amino]-acetic acid

Base Information

• Chemical Name: [(2-{(1R,2R)-2-[2-(Bis-carboxymethyl-amino)-phenoxy]-1-methyl-propoxy}-4-methyl-phenyl)-carboxymethyl-amino]-acetic acid
• CAS No.: 114157-97-0
• Molecular Formula: C₂₅H₃₀N₂O₁₀
• Molecular Weight: 518.521
• Mol file: 114157-97-0.mol

Synonyms:

Chemical Property of [(2-{(1R,2R)-2-[2-(Bis-carboxymethyl-amino)-phenoxy]-1-methyl-propoxy}-4-methyl-phenyl)-carboxymethyl-amino]-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(2-{(1R,2R)-2-[2-(Bis-carboxymethyl-amino)-phenoxy]-1-methyl-propoxy}-4-methyl-phenyl)-carboxymethyl-amino]-acetic acid

There total 10 articles about [(2-{(1R,2R)-2-[2-(Bis-carboxymethyl-amino)-phenoxy]-1-methyl-propoxy}-4-methyl-phenyl)-carboxymethyl-amino]-acetic 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-nitro-5-methylphenol (700-38-9) → [(2-{(1R,2S)-2-[2-(Bis-carboxymethyl-amino)-phenoxy]-1-methyl-propoxy}-4-methyl-phenyl)-carboxymethyl-amino]-acetic acid (114157-97-0,114157-98-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 16 percent / potassium 5-methyl-2-nitrophenoxide / dimethylformamide / 20 h / Heating

2: 64 percent / 57percent NaH / 1,2-dimethoxy-ethane / 1 h / Ambient temperature

3: H₂ / 5percent Pd/C / ethyl acetate; aq. ethanol / 2 h / Ambient temperature

4: 1.) 1,8-bis(dimethylamino)naphthalene, NaI; 2.) 1M KOH then acid / 1.) CH₃CN, reflux, 16 h.; 2.) dioxane, methanol, water

With potassium hydroxide; hydrogen; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; sodium hydride; potassium salt of 5-methyl-2-nitrophenol; sodium iodide; palladium on activated charcoal; In 1,2-dimethoxyethane; ethanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/ja00218a034

Reference yield:

2-fluoro-4-methyl-1-nitrobenzene (446-34-4) → [(2-{(1R,2R)-2-[2-(Bis-carboxymethyl-amino)-phenoxy]-1-methyl-propoxy}-4-methyl-phenyl)-carboxymethyl-amino]-acetic acid (114157-97-0,114157-98-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 45 percent / 57percent NaH / 1,2-dimethoxy-ethane / 1 h / Ambient temperature

2: H₂ / 5percent Pd/C / ethyl acetate; aq. ethanol / 2 h / Ambient temperature

3: 1.) 1,8-bis(dimethylamino)naphthalene, NaI; 2.) 1M KOH then acid / 1.) CH₃CN, reflux, 16 h.; 2.) dioxane, methanol, water

With potassium hydroxide; hydrogen; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; sodium hydride; sodium iodide; palladium on activated charcoal; In 1,2-dimethoxyethane; ethanol; ethyl acetate;

DOI:10.1021/ja00218a034

Reference yield:

(R,R)-2-(2-nitrophenoxy)butan-3-ol (120203-79-4) → [(2-{(1R,2R)-2-[2-(Bis-carboxymethyl-amino)-phenoxy]-1-methyl-propoxy}-4-methyl-phenyl)-carboxymethyl-amino]-acetic acid (114157-97-0,114157-98-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 45 percent / 57percent NaH / 1,2-dimethoxy-ethane / 1 h / Ambient temperature

2: H₂ / 5percent Pd/C / ethyl acetate; aq. ethanol / 2 h / Ambient temperature

3: 1.) 1,8-bis(dimethylamino)naphthalene, NaI; 2.) 1M KOH then acid / 1.) CH₃CN, reflux, 16 h.; 2.) dioxane, methanol, water

With potassium hydroxide; hydrogen; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; sodium hydride; sodium iodide; palladium on activated charcoal; In 1,2-dimethoxyethane; ethanol; ethyl acetate;

DOI:10.1021/ja00218a034

upstream raw materials:

2-[(1R,2S)-2-(2-Amino-phenoxy)-1-methyl-propoxy]-4-methyl-phenylamine

2-nitro-5-methylphenol

(2S,3R)-3-(5-Methyl-2-nitro-phenoxy)-butan-2-ol

ortho-nitrofluorobenzene