N-(3-hydroxy-4-methoxybenzyl)-5-hydroxy-7-(carbethoxymethoxy)-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione

Base Information

Chemical Name:N-(3-hydroxy-4-methoxybenzyl)-5-hydroxy-7-(carbethoxymethoxy)-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione
CAS No.:76799-36-5
Molecular Formula:C₂₀H₁₉NO₉
Molecular Weight:417.372
Hs Code.:

Synonyms:N-(3-hydroxy-4-methoxybenzyl)-5-hydroxy-7-(carbethoxymethoxy)-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione

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Chemical Property of N-(3-hydroxy-4-methoxybenzyl)-5-hydroxy-7-(carbethoxymethoxy)-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione

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Technology Process of N-(3-hydroxy-4-methoxybenzyl)-5-hydroxy-7-(carbethoxymethoxy)-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione

There total 6 articles about N-(3-hydroxy-4-methoxybenzyl)-5-hydroxy-7-(carbethoxymethoxy)-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione 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: 36.0%

: 105-39-5
chloroacetic acid ethyl ester

: 76799-35-4
N-(3-hydroxy-4-methoxybenzyl)-5,7-dihydroxy-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione

: 76799-36-5
N-(3-hydroxy-4-methoxybenzyl)-5-hydroxy-7-(carbethoxymethoxy)-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; for 24h; Ambient temperature;
DOI:10.1021/jm00136a011

Reference yield:

: 59434-20-7
1,3,5-tri-O-benzylphloroglucinol

: 76799-36-5
N-(3-hydroxy-4-methoxybenzyl)-5-hydroxy-7-(carbethoxymethoxy)-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / diethyl ether; CH₂Cl₂ / 4 h / 0 °C

2: 100 percent / aq. KOH / tetrahydrofuran / 1 h / Ambient temperature

3: 1.) NaH / 1.) toluene, reflux, 2.) toluene, reflux, 26 h

4: 81 percent / H₂ / Pd/C / ethyl acetate / 15 h / 760 Torr / Ambient temperature

5: 96 percent / pyridine / 1.) from 0 deg C to RT, 8 h, 2.) reflux, 8 h

6: 36 percent / K₂CO₃ / dimethylformamide / 24 h / Ambient temperature

With pyridine; potassium hydroxide; hydrogen; sodium hydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm00136a011

Reference yield:

: 76799-33-2
2,4,6-tris(benzyloxy)benzamide

: 76799-36-5
N-(3-hydroxy-4-methoxybenzyl)-5-hydroxy-7-(carbethoxymethoxy)-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.) toluene, reflux, 2.) toluene, reflux, 26 h

2: 81 percent / H₂ / Pd/C / ethyl acetate / 15 h / 760 Torr / Ambient temperature

3: 96 percent / pyridine / 1.) from 0 deg C to RT, 8 h, 2.) reflux, 8 h

4: 36 percent / K₂CO₃ / dimethylformamide / 24 h / Ambient temperature

With pyridine; hydrogen; sodium hydride; potassium carbonate; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm00136a011