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

Base Information

• Chemical Name: [{[8-(3-benzyloxycarbonylamino-propoxy)-2-oxo-2,9-dihydro-10-oxa-1,3,9-triaza-anthracen-3-yl]-acetyl}-(2-tert-butoxycarbonylamino-ethyl)-amino]-acetic acid ethyl ester
• CAS No.: 482598-29-8
• Molecular Formula: C₃₄H₄₂N₆O₁₀
• Molecular Weight: 694.742

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

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

There total 5 articles about [{[8-(3-benzyloxycarbonylamino-propoxy)-2-oxo-2,9-dihydro-10-oxa-1,3,9-triaza-anthracen-3-yl]-acetyl}-(2-tert-butoxycarbonylamino-ethyl)-amino]-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-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidineacetic acid ethyl ester (381710-01-6) → [{[8-(3-benzyloxycarbonylamino-propoxy)-2-oxo-2,9-dihydro-10-oxa-1,3,9-triaza-anthracen-3-yl]-acetyl}-(2-tert-butoxycarbonylamino-ethyl)-amino]-acetic acid ethyl ester (482598-29-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: POCl₃; triazole; Et₃N / acetonitrile / -10 °C

1.2: 76 percent / DIEA / CH₂Cl₂ / 6 h / 20 °C

2.1: Ph₃P; DEAD / acetonitrile / 24 h

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

4.1: DCC; DhbhOH; DMAP / dimethylformamide / 12 h

With 1,2,3-triazole; dmap; caesium carbonate; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; cesium fluoride; diethylazodicarboxylate; trichlorophosphate; In ethanol; N,N-dimethyl-formamide; acetonitrile; 2.1: Mitsunobu reaction;

DOI:10.1021/ol027026a

Reference yield:

[5-bromo-4-(2,6-dihydroxy-phenylamino)-2-oxo-2H-pyrimidin-1-yl]-acetic acid ethyl ester (476454-38-3) → [{[8-(3-benzyloxycarbonylamino-propoxy)-2-oxo-2,9-dihydro-10-oxa-1,3,9-triaza-anthracen-3-yl]-acetyl}-(2-tert-butoxycarbonylamino-ethyl)-amino]-acetic acid ethyl ester (482598-29-8)

Guidance literature:

Multi-step reaction with 3 steps

1: Ph₃P; DEAD / acetonitrile / 24 h

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

3: DCC; DhbhOH; DMAP / dimethylformamide / 12 h

With dmap; caesium carbonate; dicyclohexyl-carbodiimide; triphenylphosphine; cesium fluoride; diethylazodicarboxylate; In ethanol; N,N-dimethyl-formamide; acetonitrile; 1: Mitsunobu reaction;

DOI:10.1021/ol027026a

Reference yield:

{4-[2-(3-benzyloxycarbonylamino-propoxy)-6-hydroxy-phenylamino]-5-bromo-2-oxo-2H-pyrimidin-1-yl}-acetic acid ethyl ester (482598-26-5) → [{[8-(3-benzyloxycarbonylamino-propoxy)-2-oxo-2,9-dihydro-10-oxa-1,3,9-triaza-anthracen-3-yl]-acetyl}-(2-tert-butoxycarbonylamino-ethyl)-amino]-acetic acid ethyl ester (482598-29-8)

Guidance literature:

Multi-step reaction with 2 steps

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

2: DCC; DhbhOH; DMAP / dimethylformamide / 12 h

With dmap; caesium carbonate; dicyclohexyl-carbodiimide; cesium fluoride; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/ol027026a

upstream raw materials:

ethyl 2-[2-(tert-butoxycarbonylamino)ethyl-[3-[[4-(4,5-difluoro-2-methylsulfanyl-phenyl)phenoxy]methyl]benzoyl]amino]acetate

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

5-bromo-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidineacetic acid ethyl ester

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

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