[8-(2-benzyloxycarbonylamino-ethoxy)-2-oxo-2,9-dihydro-10-oxa-1,3,9-triaza-anthracen-3-yl]-acetic acid ethyl ester

Base Information

• Chemical Name: [8-(2-benzyloxycarbonylamino-ethoxy)-2-oxo-2,9-dihydro-10-oxa-1,3,9-triaza-anthracen-3-yl]-acetic acid ethyl ester
• CAS No.: 476454-41-8
• Molecular Formula: C₂₄H₂₄N₄O₇
• Molecular Weight: 480.477

Synonyms:[8-(2-benzyloxycarbonylamino-ethoxy)-2-oxo-2,9-dihydro-10-oxa-1,3,9-triaza-anthracen-3-yl]-acetic acid ethyl ester

Chemical Property of [8-(2-benzyloxycarbonylamino-ethoxy)-2-oxo-2,9-dihydro-10-oxa-1,3,9-triaza-anthracen-3-yl]-acetic acid ethyl ester

Chemical Property:

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Technology Process of [8-(2-benzyloxycarbonylamino-ethoxy)-2-oxo-2,9-dihydro-10-oxa-1,3,9-triaza-anthracen-3-yl]-acetic acid ethyl ester

There total 2 articles about [8-(2-benzyloxycarbonylamino-ethoxy)-2-oxo-2,9-dihydro-10-oxa-1,3,9-triaza-anthracen-3-yl]-acetic acid ethyl ester 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:

[5-bromo-4-(2,6-dihydroxy-phenylamino)-2-oxo-2H-pyrimidin-1-yl]-acetic acid ethyl ester (476454-38-3) → [8-(2-benzyloxycarbonylamino-ethoxy)-2-oxo-2,9-dihydro-10-oxa-1,3,9-triaza-anthracen-3-yl]-acetic acid ethyl ester (476454-41-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / Ph₃P; DEAD / acetonitrile / 24 h

2: CsF; Cs₂CO₃ / ethanol / 36 h / Heating

With caesium carbonate; triphenylphosphine; cesium fluoride; diethylazodicarboxylate; In ethanol; acetonitrile; 1: Mitsunobu reaction;

DOI:10.1021/ol027026a

Reference yield:

{4-[2-(2-benzyloxycarbonylamino-ethoxy)-6-hydroxy-phenylamino]-5-bromo-2-oxo-2H-pyrimidin-1-yl}-acetic acid ethyl ester (476454-39-4) → [8-(2-benzyloxycarbonylamino-ethoxy)-2-oxo-2,9-dihydro-10-oxa-1,3,9-triaza-anthracen-3-yl]-acetic acid (476454-43-0) + [8-(2-benzyloxycarbonylamino-ethoxy)-2-oxo-2,9-dihydro-10-oxa-1,3,9-triaza-anthracen-3-yl]-acetic acid ethyl ester (476454-41-8)

Guidance literature:

With caesium carbonate; cesium fluoride; In ethanol; for 36h; Heating;

DOI:10.1021/ol027026a

Reference yield: 71.0%

[8-(2-benzyloxycarbonylamino-ethoxy)-2-oxo-2,9-dihydro-10-oxa-1,3,9-triaza-anthracen-3-yl]-acetic acid ethyl ester (476454-41-8) → C22H20N4O6

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c6ob01485b

upstream raw materials:

{4-[2-(2-benzyloxycarbonylamino-ethoxy)-6-hydroxy-phenylamino]-5-bromo-2-oxo-2H-pyrimidin-1-yl}-acetic acid ethyl ester

[5-bromo-4-(2,6-dihydroxy-phenylamino)-2-oxo-2H-pyrimidin-1-yl]-acetic acid ethyl ester

Downstream raw materials:

[8-(2-benzyloxycarbonylamino-ethoxy)-2-oxo-2,9-dihydro-10-oxa-1,3,9-triaza-anthracen-3-yl]-acetic acid

[{[8-(2-benzyloxycarbonylamino-ethoxy)-2-oxo-2,9-dihydro-10-oxa-1,3,9-triaza-anthracen-3-yl]-acetyl}-(2-tert-butoxycarbonylamino-ethyl)-amino]-acetic acid ethyl ester

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