C₂₆H₂₈N₂O₇

Base Information

• Chemical Name: C₂₆H₂₈N₂O₇
• CAS No.: 1315454-88-6
• Molecular Formula: C₂₆H₂₈N₂O₇
• Molecular Weight: 480.518
• Mol file: 1315454-88-6.mol

Synonyms:

Chemical Property of C₂₆H₂₈N₂O₇

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₆H₂₈N₂O₇

There total 25 articles about C₂₆H₂₈N₂O₇ 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:

(3S,4S)-4-N-phthalimido-1,5-hexadiene-3-ol (885703-19-5) → C26H28N2O7 (1315454-88-6)

Guidance literature:

Multi-step reaction with 21 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 11 h / 20 °C / Inert atmosphere

2: osmium(VIII) oxide; (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); methanesulfonamide; sodium hydrogencarbonate; potassium carbonate; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 6 h / 5 °C / Inert atmosphere

3: nitrogen; methylamine / water / 1 h / 50 °C / 10 Torr / Inert atmosphere

4: sodium hydrogencarbonate / ethyl acetate / 1.5 h / Inert atmosphere

5: dmap; triethylamine; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.03 h / 0 - 20 °C / Inert atmosphere

6: dichloromethane / 1 h / -40 °C / Inert atmosphere

7: caesium carbonate / N,N-dimethyl-formamide / 4 h / 60 °C / Inert atmosphere

8: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 2 h / Inert atmosphere

9: Dess-Martin periodane / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

10: acetic acid / chloroform / 12 h / 20 °C / Molecular sieve; Inert atmosphere

11: sodium cyanoborohydride / tetrahydrofuran / 2 h / Inert atmosphere

12: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

13: dmap; potassium carbonate / dichloromethane / 20 °C / Inert atmosphere

14: 1,4-diaza-bicyclo[2.2.2]octane; bis(1,5-cyclooctadiene)diiridium(I) dichloride; (3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-(1-phenyl-ethyl)-amine / tetrahydrofuran / 20 °C / Inert atmosphere

15: palladium diacetate; silver nitrate; triphenylphosphine / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere

16: 4-methyl-morpholine; osmium(VIII) oxide / tetrahydrofuran; water; acetone / 3 h / 20 °C / Inert atmosphere

17: pyridine / dichloromethane / 0.08 h / -78 - 0 °C / Inert atmosphere

18: tetrahydrofuran / 24 h / -20 - 0 °C / Inert atmosphere

19: methanol; sodium methylate / tetrahydrofuran / 78 °C / Inert atmosphere

20: pyridine / 1 h / 0 °C / Inert atmosphere

21: methanol; caesium carbonate / 1 h / 0 °C / Inert atmosphere

With 4-methyl-morpholine; pyridine; 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; methanol; dmap; osmium(VIII) oxide; bis(1,5-cyclooctadiene)diiridium(I) dichloride; (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); methanesulfonamide; nitrogen; tetrabutyl ammonium fluoride; sodium methylate; palladium diacetate; sodium cyanoborohydride; sodium hydrogencarbonate; potassium carbonate; caesium carbonate; Dess-Martin periodane; silver nitrate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; methylamine; (3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-(1-phenyl-ethyl)-amine; potassium hexacyanoferrate(III); In tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 17: Polonovski reaction;

DOI:10.1002/chem.201003489

Reference yield:

3-benzyloxy-4-iodo-5-nitrobenzaldehyde (1016976-13-8) → C26H28N2O7 (1315454-88-6)

Guidance literature:

Multi-step reaction with 14 steps

1: N-iodo-succinimide; potassium carbonate / acetonitrile / 12 h / 5 °C / Inert atmosphere; Darkness

2: iron; acetic acid / tetrahydrofuran; methanol / 3.5 h / 20 °C / Inert atmosphere

3: acetic acid / chloroform / 12 h / 20 °C / Molecular sieve; Inert atmosphere

4: sodium cyanoborohydride / tetrahydrofuran / 2 h / Inert atmosphere

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

6: dmap; potassium carbonate / dichloromethane / 20 °C / Inert atmosphere

7: 1,4-diaza-bicyclo[2.2.2]octane; bis(1,5-cyclooctadiene)diiridium(I) dichloride; (3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-(1-phenyl-ethyl)-amine / tetrahydrofuran / 20 °C / Inert atmosphere

8: palladium diacetate; silver nitrate; triphenylphosphine / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere

9: 4-methyl-morpholine; osmium(VIII) oxide / tetrahydrofuran; water; acetone / 3 h / 20 °C / Inert atmosphere

10: pyridine / dichloromethane / 0.08 h / -78 - 0 °C / Inert atmosphere

11: tetrahydrofuran / 24 h / -20 - 0 °C / Inert atmosphere

12: methanol; sodium methylate / tetrahydrofuran / 78 °C / Inert atmosphere

13: pyridine / 1 h / 0 °C / Inert atmosphere

14: methanol; caesium carbonate / 1 h / 0 °C / Inert atmosphere

With 4-methyl-morpholine; pyridine; 1,4-diaza-bicyclo[2.2.2]octane; methanol; dmap; N-iodo-succinimide; osmium(VIII) oxide; bis(1,5-cyclooctadiene)diiridium(I) dichloride; tetrabutyl ammonium fluoride; sodium methylate; palladium diacetate; iron; sodium cyanoborohydride; potassium carbonate; caesium carbonate; silver nitrate; acetic acid; triphenylphosphine; (3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-(1-phenyl-ethyl)-amine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; acetone; acetonitrile; 10: Polonovski reaction;

DOI:10.1002/chem.201003489

Reference yield:

methyl 3-amino-5-benzyloxy-4-iodobenzoate (1016976-14-9) → C26H28N2O7 (1315454-88-6)

Guidance literature:

Multi-step reaction with 12 steps

1: acetic acid / chloroform / 12 h / 20 °C / Molecular sieve; Inert atmosphere

2: sodium cyanoborohydride / tetrahydrofuran / 2 h / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

4: dmap; potassium carbonate / dichloromethane / 20 °C / Inert atmosphere

5: 1,4-diaza-bicyclo[2.2.2]octane; bis(1,5-cyclooctadiene)diiridium(I) dichloride; (3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-(1-phenyl-ethyl)-amine / tetrahydrofuran / 20 °C / Inert atmosphere

6: palladium diacetate; silver nitrate; triphenylphosphine / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere

7: 4-methyl-morpholine; osmium(VIII) oxide / tetrahydrofuran; water; acetone / 3 h / 20 °C / Inert atmosphere

8: pyridine / dichloromethane / 0.08 h / -78 - 0 °C / Inert atmosphere

9: tetrahydrofuran / 24 h / -20 - 0 °C / Inert atmosphere

10: methanol; sodium methylate / tetrahydrofuran / 78 °C / Inert atmosphere

11: pyridine / 1 h / 0 °C / Inert atmosphere

12: methanol; caesium carbonate / 1 h / 0 °C / Inert atmosphere

With 4-methyl-morpholine; pyridine; 1,4-diaza-bicyclo[2.2.2]octane; methanol; dmap; osmium(VIII) oxide; bis(1,5-cyclooctadiene)diiridium(I) dichloride; tetrabutyl ammonium fluoride; sodium methylate; palladium diacetate; sodium cyanoborohydride; potassium carbonate; caesium carbonate; silver nitrate; acetic acid; triphenylphosphine; (3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-(1-phenyl-ethyl)-amine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; water; acetone; 8: Polonovski reaction;

DOI:10.1002/chem.201003489

upstream raw materials:

(3S,4S)-4-N-phthalimido-1,5-hexadiene-3-ol

3-benzyloxy-4-iodo-5-nitrobenzaldehyde

methyl 3-amino-5-benzyloxy-4-iodobenzoate

C₂₀H₂₉NO₅Si