C₂₇H₂₈N₂O₁₀

Base Information

• Chemical Name: C₂₇H₂₈N₂O₁₀
• CAS No.: 1315454-90-0
• Molecular Formula: C₂₇H₂₈N₂O₁₀
• Molecular Weight: 540.527
• Mol file: 1315454-90-0.mol

Synonyms:C₂₇H₂₈N₂O₁₀

Chemical Property of C₂₇H₂₈N₂O₁₀

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₇H₂₈N₂O₁₀

There total 28 articles about C₂₇H₂₈N₂O₁₀ 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: 81.0%

C27H28N2O9 (1315454-89-7) → C27H28N2O10 (1246012-92-9) + C27H28N2O10 (1315454-90-0)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201003489

Reference yield:

(3S,4S)-4-N-phthalimido-1,5-hexadiene-3-ol (885703-19-5) → C27H28N2O10 (1246012-92-9) + C27H28N2O10 (1315454-90-0)

Guidance literature:

Multi-step reaction with 20 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: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 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; 3-chloro-benzenecarboperoxoic acid; 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) → C27H28N2O10 (1246012-92-9) + C27H28N2O10 (1315454-90-0)

Guidance literature:

Multi-step reaction with 13 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: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 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; sodium hydrogencarbonate; potassium carbonate; silver nitrate; acetic acid; 3-chloro-benzenecarboperoxoic 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

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