{7-[bis(carboxymethyl)amino]coumarin-4-yl}methyl phenylacetate

Base Information

• Chemical Name: {7-[bis(carboxymethyl)amino]coumarin-4-yl}methyl phenylacetate
• CAS No.: 1031721-16-0
• Molecular Formula: C₂₂H₁₉NO₈
• Molecular Weight: 425.395
• Mol file: 1031721-16-0.mol

Synonyms:{7-[bis(carboxymethyl)amino]coumarin-4-yl}methyl phenylacetate

Chemical Property of {7-[bis(carboxymethyl)amino]coumarin-4-yl}methyl phenylacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {7-[bis(carboxymethyl)amino]coumarin-4-yl}methyl phenylacetate

There total 6 articles about {7-[bis(carboxymethyl)amino]coumarin-4-yl}methyl phenylacetate 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: 100.0%

{7-(bis{[(tert-butoxycarbonyl)methyl]}amino)coumarin-4-yl}methyl phenylacetate → {7-[bis(carboxymethyl)amino]coumarin-4-yl}methyl phenylacetate (1031721-16-0)

Guidance literature:

With trifluoroacetic acid; In ethanol; dichloromethane; at 20 ℃; for 0.416667h;

DOI:10.1002/anie.200502411

Reference yield:

7-{[(tert-butoxycarbonyl)methyl]amino}-4-methylcoumarin (876275-33-1) → {7-[bis(carboxymethyl)amino]coumarin-4-yl}methyl phenylacetate (1031721-16-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 25 percent / ethyldiisopropylamine; NaI / acetonitrile / 24 h / Heating

2: 80 percent / selenium dioxide / p-xylene / 6 h / Heating

3: 74 percent / NaBH₄ / ethanol / 2 h / 20 °C

4: 48 percent / (4-dimethylamino)pyridine; N,N'-dicyclohexylcarbodiimide / ethyl acetate / 2 h / 20 °C

5: 100 percent / trifluoroacetic acid / ethanol; CH₂Cl₂ / 0.42 h / 20 °C

With dmap; sodium tetrahydroborate; selenium(IV) oxide; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; sodium iodide; In ethanol; dichloromethane; para-xylene; ethyl acetate; acetonitrile;

DOI:10.1002/anie.200502411

Reference yield:

di-tert-butyl 2,2'-((4-formyl-2-oxo-2H-chromen-7-yl)azanediyl)diacetate (876275-35-3) → {7-[bis(carboxymethyl)amino]coumarin-4-yl}methyl phenylacetate (1031721-16-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / NaBH₄ / ethanol / 2 h / 20 °C

2: 48 percent / (4-dimethylamino)pyridine; N,N'-dicyclohexylcarbodiimide / ethyl acetate / 2 h / 20 °C

3: 100 percent / trifluoroacetic acid / ethanol; CH₂Cl₂ / 0.42 h / 20 °C

With dmap; sodium tetrahydroborate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In ethanol; dichloromethane; ethyl acetate;

DOI:10.1002/anie.200502411

upstream raw materials:

7-{[(tert-butoxycarbonyl)methyl]amino}-4-methylcoumarin

di-tert-butyl 2,2'-((4-methyl-2-oxo-2H-chromen-7-yl)azanediyl)diacetate

di-tert-butyl 2,2'-((4-formyl-2-oxo-2H-chromen-7-yl)azanediyl)diacetate

di-tert-butyl 2,2'-((4-(hydroxymethyl)-2-oxo-2H-chromen-7-yl)azanediyl)diacetate

Downstream raw materials:

7-[bis(carboxymethyl)amino]-4-(hydroxymethyl)coumarin

phenylacetic acid