[17-Methoxy-10-methoxycarbonylmethyl-16-nitro-15-(2,4,6-trinitro-phenylamino)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-4-yl]-acetic acid methyl ester

Base Information

• Chemical Name: [17-Methoxy-10-methoxycarbonylmethyl-16-nitro-15-(2,4,6-trinitro-phenylamino)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-4-yl]-acetic acid methyl ester
• CAS No.: 1026819-39-5
• Molecular Formula: C₂₇H₃₃N₇O₁₄
• Molecular Weight: 679.598

Synonyms:[17-Methoxy-10-methoxycarbonylmethyl-16-nitro-15-(2,4,6-trinitro-phenylamino)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-4-yl]-acetic acid methyl ester

Chemical Property of [17-Methoxy-10-methoxycarbonylmethyl-16-nitro-15-(2,4,6-trinitro-phenylamino)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-4-yl]-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of [17-Methoxy-10-methoxycarbonylmethyl-16-nitro-15-(2,4,6-trinitro-phenylamino)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-4-yl]-acetic acid methyl ester

There total 12 articles about [17-Methoxy-10-methoxycarbonylmethyl-16-nitro-15-(2,4,6-trinitro-phenylamino)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-4-yl]-acetic 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: 58.0%

[17-Methoxy-10-methoxycarbonylmethyl-15-(2,4,6-trinitro-phenylamino)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1(16),13(17),14-trien-4-yl]-acetic acid methyl ester (154875-26-0) → [17-Methoxy-10-methoxycarbonylmethyl-16-nitro-15-(2,4,6-trinitro-phenylamino)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1(16),13(17),14-trien-4-yl]-acetic acid methyl ester (1026819-39-5)

Guidance literature:

With nitronium tetrafluoborate; In nitromethane; at 70 ℃; for 2h;

DOI:10.1021/jo00082a019

Reference yield:

2,6-bis(cyanomethyl)anisole (144316-87-0) → [17-Methoxy-10-methoxycarbonylmethyl-16-nitro-15-(2,4,6-trinitro-phenylamino)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1(16),13(17),14-trien-4-yl]-acetic acid methyl ester (1026819-39-5)

Guidance literature:

Multi-step reaction with 9 steps

1: BH₃*Me₂S, 6 N aq. HCl / tetrahydrofuran / 1.) reflux, 1 h, 2.) reflux, 14 h

2: tetrahydrofuran / 4 h / Heating

3: 63 percent / Cs₂CO₃ / dimethylformamide / 1 h / 75 °C

4: 98 percent / Na₂HPO₄, 6percent Na-Hg / methanol; dioxane / 12 h / Heating

5: 85 percent / NaH / dimethylformamide / 1.) 30 min, 2.) room temp., 22 h

6: 81 percent / nitronium tetrafluoroborate / nitromethane / 2 h / 70 °C

7: H₂, p-TsOH / 10percent Pd-C / ethanol / 24 h / 2585.7 Torr

8: K₂CO₃ / methanol / 18 h / Ambient temperature

9: 58 percent / nitronium tetrafluoroborate / nitromethane / 2 h / 70 °C

With hydrogenchloride; disodium hydrogenphosphate; sodium amalgam; nitronium tetrafluoborate; dimethylsulfide borane complex; hydrogen; sodium hydride; potassium carbonate; caesium carbonate; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; nitromethane; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jo00082a019

Reference yield:

(3-Chlorocarbonylmethyl-2-methoxy-phenyl)-acetyl chloride (144316-89-2) → [17-Methoxy-10-methoxycarbonylmethyl-16-nitro-15-(2,4,6-trinitro-phenylamino)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1(16),13(17),14-trien-4-yl]-acetic acid methyl ester (1026819-39-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 50 percent / Et₃N / tetrahydrofuran / 12 h

2: 66 percent / BH₃*Me₂S / tetrahydrofuran / 9 h / Heating

3: 85 percent / NaH / dimethylformamide / 1.) 30 min, 2.) room temp., 22 h

4: 81 percent / nitronium tetrafluoroborate / nitromethane / 2 h / 70 °C

5: H₂, p-TsOH / 10percent Pd-C / ethanol / 24 h / 2585.7 Torr

6: K₂CO₃ / methanol / 18 h / Ambient temperature

7: 58 percent / nitronium tetrafluoroborate / nitromethane / 2 h / 70 °C

With nitronium tetrafluoborate; dimethylsulfide borane complex; hydrogen; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; nitromethane; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jo00082a019

upstream raw materials:

[17-Methoxy-10-methoxycarbonylmethyl-15-(2,4,6-trinitro-phenylamino)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-4-yl]-acetic acid methyl ester

2,4,6-trinitrochlorobenzene

2,6-bis(cyanomethyl)anisole

(3-Chlorocarbonylmethyl-2-methoxy-phenyl)-acetyl chloride

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