8,8-Bis((2-carboxyethoxy)methyl)-3,6-dioxo-1-phenyl-2,10-dioxa-4,7-diazatridecan-13-oic acid

Base Information

• Chemical Name: 8,8-Bis((2-carboxyethoxy)methyl)-3,6-dioxo-1-phenyl-2,10-dioxa-4,7-diazatridecan-13-oic acid
• CAS No.: 220886-02-2
• Molecular Formula: C23H32N2O12
• Molecular Weight: 528.513
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60442947
• Wikidata: Q82260574
• Mol file: 220886-02-2.mol

Synonyms:220886-02-2;8,8-Bis((2-carboxyethoxy)methyl)-3,6-dioxo-1-phenyl-2,10-dioxa-4,7-diazatridecan-13-oic acid;3-[2-(2-Benzyloxycarbonylamino-acetylamino)-3-(2-carboxy-ethoxy)-2-(2-carboxy-ethoxymethyl)-propoxy]-propionic acid;3-[3-(2-carboxyethoxy)-2-(2-carboxyethoxymethyl)-2-[[2-(phenylmethoxycarbonylamino)acetyl]amino]propoxy]propanoic acid;SCHEMBL20188195;DTXSID60442947;C23H32N2O12;AKOS015924529;CS-0209097;A878738;A1-03064;8,8-Bis((2-carboxyethoxy)methyl)-3,6-dioxo-1-phenyl-2,10-dioxa-4,7-diazatridecan-13-oicacid

Chemical Property of 8,8-Bis((2-carboxyethoxy)methyl)-3,6-dioxo-1-phenyl-2,10-dioxa-4,7-diazatridecan-13-oic acid

Chemical Property:

• PSA: 214.00000
• LogP: 1.28640
• Storage Temp.: 2-8°C
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 21
• Exact Mass: 528.19552446
• Heavy Atom Count: 37
• Complexity: 684

Purity/Quality:

97% ^*data from raw suppliers

8,8-Bis((2-carboxyethoxy)methyl)-3,6-dioxo-1-phenyl-2,10-dioxa-4,7-diazatridecan-13-oicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCC(=O)NC(COCCC(=O)O)(COCCC(=O)O)COCCC(=O)O

Technology Process of 8,8-Bis((2-carboxyethoxy)methyl)-3,6-dioxo-1-phenyl-2,10-dioxa-4,7-diazatridecan-13-oic acid

There total 6 articles about 8,8-Bis((2-carboxyethoxy)methyl)-3,6-dioxo-1-phenyl-2,10-dioxa-4,7-diazatridecan-13-oic 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: 85.0%

N-(N-benzyloxycarbonyl-glycinyl)-tris(carboxyethoxymethyl)aminomethane triethyl ester (220886-01-1) → N-(N-benzyloxycarbonyl-glycinyl)-tris(carboxyethoxymethyl)aminomethane (220886-02-2)

Guidance literature:

With sodium hydroxide; In methanol; water;

DOI:10.1021/jo0257795

Reference yield:

C26H38N2O12 → N-(N-benzyloxycarbonyl-glycinyl)-tris(carboxyethoxymethyl)aminomethane (220886-02-2)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; for 3h;

Reference yield:

3-[2-Amino-3-(2-ethoxycarbonyl-ethoxy)-2-(2-ethoxycarbonyl-ethoxymethyl)-propoxy]-propionic acid ethyl ester (132491-90-8) → N-(N-benzyloxycarbonyl-glycinyl)-tris(carboxyethoxymethyl)aminomethane (220886-02-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / NMM; IBCF / tetrahydrofuran / 24 h / 20 °C

2: 85 percent / NaOH / methanol; H₂O

With 4-methyl-morpholine; sodium hydroxide; isobutyl chloroformate; In tetrahydrofuran; methanol; water;

DOI:10.1021/jo0257795

upstream raw materials:

N-(N-benzyloxycarbonyl-glycinyl)-tris(carboxyethoxymethyl)aminomethane triethyl ester

3-[2-Amino-3-(2-ethoxycarbonyl-ethoxy)-2-(2-ethoxycarbonyl-ethoxymethyl)-propoxy]-propionic acid ethyl ester

tris(cyanoethoxymethyl)aminomethane

N-(Benzyloxycarbonyl)glycine

Downstream raw materials:

[3-(3-{2-(2-benzyloxycarbonylamino-acetylamino)-3-[2-(3-tert-butoxycarbonylamino-propylcarbamoyl)-ethoxy]-2-[2-(3-tert-butoxycarbonylamino-propylcarbamoyl)-ethoxymethyl]-propoxy}-propionylamino)-propyl]-carbamic acid tert-butyl ester

({2-[2-(3-amino-propylcarbamoyl)-ethoxy]-1,1-bis-[2-(3-amino-propylcarbamoyl)-ethoxymethyl]-ethylcarbamoyl}-methyl)-carbamic acid benzyl ester