4-{4-[14-(11,12-didehydro-5,6-dihydrodibenzo[a,e]cycloocten-5-oxycarbonylamino)-4-oxo-6,9,12-trioxa-3-azatetradec-2-yl]-2-methoxy-5-nitrophenoxy}butanoic acid methyl ester

Base Information

• Chemical Name: 4-{4-[14-(11,12-didehydro-5,6-dihydrodibenzo[a,e]cycloocten-5-oxycarbonylamino)-4-oxo-6,9,12-trioxa-3-azatetradec-2-yl]-2-methoxy-5-nitrophenoxy}butanoic acid methyl ester
• CAS No.: 1383543-85-8
• Molecular Formula: C₃₉H₄₅N₃O₁₂
• Molecular Weight: 747.799
• Mol file: 1383543-85-8.mol

Synonyms:

Chemical Property of 4-{4-[14-(11,12-didehydro-5,6-dihydrodibenzo[a,e]cycloocten-5-oxycarbonylamino)-4-oxo-6,9,12-trioxa-3-azatetradec-2-yl]-2-methoxy-5-nitrophenoxy}butanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{4-[14-(11,12-didehydro-5,6-dihydrodibenzo[a,e]cycloocten-5-oxycarbonylamino)-4-oxo-6,9,12-trioxa-3-azatetradec-2-yl]-2-methoxy-5-nitrophenoxy}butanoic acid methyl ester

There total 5 articles about 4-{4-[14-(11,12-didehydro-5,6-dihydrodibenzo[a,e]cycloocten-5-oxycarbonylamino)-4-oxo-6,9,12-trioxa-3-azatetradec-2-yl]-2-methoxy-5-nitrophenoxy}butanoic acid methyl 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:

11,12-didehydro-5,6-dihydrodibenzo[a,e]cycloocten-5-yl carbonic acid 4-nitrophenyl ester (1027338-09-5) + C22H35N3O10 → 4-{4-[14-(11,12-didehydro-5,6-dihydrodibenzo[a,e]cycloocten-5-oxycarbonylamino)-4-oxo-6,9,12-trioxa-3-azatetradec-2-yl]-2-methoxy-5-nitrophenoxy}butanoic acid methyl ester (1383543-85-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c2ob25440a

Reference yield:

methyl 4-(2-methoxy-5-nitro-4-(1-trifluoroacetamido-ethyl)phenoxy)butanoate (162827-96-5) → 4-{4-[14-(11,12-didehydro-5,6-dihydrodibenzo[a,e]cycloocten-5-oxycarbonylamino)-4-oxo-6,9,12-trioxa-3-azatetradec-2-yl]-2-methoxy-5-nitrophenoxy}butanoic acid methyl ester (1383543-85-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogenchloride / methanol / 36 h / Inert atmosphere; Reflux; Solvolysis

2.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / tetrahydrofuran / 6 h / -20 °C

2.2: 14 h / 20 °C

3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

With hydrogenchloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c2ob25440a

Reference yield:

4-[2-methoxy-5-nitro-4-(1-aminoethyl)phenoxy]butanoic acid methyl ester hydrochloride (1383543-83-6) → 4-{4-[14-(11,12-didehydro-5,6-dihydrodibenzo[a,e]cycloocten-5-oxycarbonylamino)-4-oxo-6,9,12-trioxa-3-azatetradec-2-yl]-2-methoxy-5-nitrophenoxy}butanoic acid methyl ester (1383543-85-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / tetrahydrofuran / 6 h / -20 °C

1.2: 14 h / 20 °C

2.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c2ob25440a

upstream raw materials:

11,12-didehydro-5,6-dihydrodibenzo[a,e]cycloocten-5-yl carbonic acid 4-nitrophenyl ester

methyl 2,2-dimethyl-4-oxo-3,8,11,14-tetraoxa-5-azahexadecan-16-oate

4-[2-methoxy-5-nitro-4-(1-aminoethyl)phenoxy]butanoic acid methyl ester hydrochloride

methyl 4-(2-methoxy-5-nitro-4-(1-trifluoroacetamido-ethyl)phenoxy)butanoate

Downstream raw materials:

4-{4-[14-(11,12-didehydro-5,6-dihydrodibenzo[a,e]cycloocten-5-oxycarbonylamino)-4-oxo-6,9,12-trioxa-3-azatetradec-2-yl]-2-methoxy-5-nitrophenoxy}butanoic acid 4-nitophenyl ester