2-[Carboxylatomethyl-[2-(2,6-dimethylanilino)-2-oxoethyl]amino]acetate

Base Information

• Chemical Name: 2-[Carboxylatomethyl-[2-(2,6-dimethylanilino)-2-oxoethyl]amino]acetate
• CAS No.: 7236-95-5
• Molecular Formula: C20H21 B O3 Si2
• Molecular Weight: 292.2883
• DSSTox Substance ID: DTXSID30413407
• Wikidata: Q82221484
• Mol file: 7236-95-5.mol

Synonyms:7236-95-5;AC1NQPES;DTXSID30413407

Chemical Property of 2-[Carboxylatomethyl-[2-(2,6-dimethylanilino)-2-oxoethyl]amino]acetate

Chemical Property:

• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 292.10592162
• Heavy Atom Count: 21
• Complexity: 362

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)NC(=O)CN(CC(=O)[O-])CC(=O)[O-]

Technology Process of 2-[Carboxylatomethyl-[2-(2,6-dimethylanilino)-2-oxoethyl]amino]acetate

There total 3 articles about 2-[Carboxylatomethyl-[2-(2,6-dimethylanilino)-2-oxoethyl]amino]acetate 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: 59.0%

1,3-dichloro-1,3-diphenyl-1,3-dimethyl-disiloxane (3582-72-7) + phenylboronic acid (98-80-6) → 1,3,5-Triphenyl-3,5-dimethylcycloborodisiloxan (7236-95-5)

Guidance literature:

With N(C₂H₅)3; In diethyl ether; byproducts: {N(C2H5)3H}Cl; to a cooled (-78 °C) soln. of (C6H5)B(OH)2 and excess triethylamine in Et2O was added dropwise a soln. of 1,3-dichlorodimethyldiphenyldisiloxane in the same solvent, warmed to room temp., mixture was allowed to stir overnight;; filtration, evapn. of the solvent; purification by vacuum distillation to give a clear partially solid boracyclotrisiloxane; elem. anal.; isolated as mixture of isomeres (cis/trans = 45%/55%);;

Reference yield:

1,3-dimethyl-1,3-diphenyldisiloxane-1,3-diol (3089-06-3) + phenylboronic acid (98-80-6) → 1,3,5-Triphenyl-3,5-dimethylcycloborodisiloxan (7236-95-5)

Guidance literature:

In toluene; Heating;

DOI:10.1016/S0022-328X(99)00631-2

Reference yield:

→ 1,3,5-Triphenyl-3,5-dimethylcycloborodisiloxan (7236-95-5)

Guidance literature:

Phenylborsaeure, Diethoxydimethyldiphenyldisiloxan (Δ);

upstream raw materials:

1,3-dimethyl-1,3-diphenyldisiloxane-1,3-diol

phenylboronic acid

1,3-dichloro-1,3-diphenyl-1,3-dimethyl-disiloxane

Refernces

• 1、 Foucher, Daniel A.,Lough, Alan J.,Manners, Ian. "Synthesis, properties, and ring-ring transformation reactions of cyclic siloxanes incorporating skeletal boron atoms: X-ray crystal structures of the strained boracyclotrisiloxane (PhBO)(Ph2SiO)2 and the boracyclotetrasiloxane (PhBO)(Ph2SiO)3". . p. 3034 - 3043. Retrieved 2008/10/08.