5,10-bis(benzyloxy)-3-(4-fluorobenzyl)-9,9,12-trimethyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione

Base Information

• Chemical Name: 5,10-bis(benzyloxy)-3-(4-fluorobenzyl)-9,9,12-trimethyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione
• CAS No.: 1202013-65-7
• Molecular Formula: C₃₆H₃₅FN₄O₅
• Molecular Weight: 622.696
• Mol file: 1202013-65-7.mol

Synonyms:5,10-bis(benzyloxy)-3-(4-fluorobenzyl)-9,9,12-trimethyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione

Chemical Property of 5,10-bis(benzyloxy)-3-(4-fluorobenzyl)-9,9,12-trimethyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,10-bis(benzyloxy)-3-(4-fluorobenzyl)-9,9,12-trimethyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione

There total 18 articles about 5,10-bis(benzyloxy)-3-(4-fluorobenzyl)-9,9,12-trimethyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione 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:

ethyl 4,9-bis(benzyloxy)-11-formyl-2,5,5-trimethyl-1,8-dioxo-1,3,4,5,6,8-hexahydro-2H-pyrido[1,2-a][1,4]diazocine-10-carboxylate (1202013-64-6) + 4-fluorobenzyl hydrazine (699-05-8) → 5,10-bis(benzyloxy)-3-(4-fluorobenzyl)-9,9,12-trimethyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione (1202013-65-7)

Guidance literature:

ethyl 4,9-bis(benzyloxy)-11-formyl-2,5,5-trimethyl-1,8-dioxo-1,3,4,5,6,8-hexahydro-2H-pyrido[1,2-a][1,4]diazocine-10-carboxylate; 4-fluorobenzyl hydrazine; In methanol; at 100 ℃; for 0.25h; Microwave irradiation;

With acetic acid; at 80 ℃; for 0.333333h; Microwave irradiation;

Reference yield:

pantolactone (79-50-5) → 5,10-bis(benzyloxy)-3-(4-fluorobenzyl)-9,9,12-trimethyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione (1202013-65-7)

Guidance literature:

Multi-step reaction with 9 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

2.1: methanol; water / 12 h / 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 36.17 h / Cooling with ice; Reflux

3.2: Cooling with ice

4.1: 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 12 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C

6.1: caesium carbonate / N,N-dimethyl-formamide / 27 h / 100 °C

7.1: cesium fluoride / bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,3-dioxane / 19 h / 100 °C / Inert atmosphere; Sealed tube

8.1: 2,6-dimethylpyridine; sodium periodate / osmium(VIII) oxide / tetrahydrofuran; water / 12 h / 20 °C

9.1: methanol / 0.25 h / 100 °C / Microwave irradiation

9.2: 0.33 h / 80 °C / Microwave irradiation

With 4-methyl-morpholine; 2,6-dimethylpyridine; sodium periodate; lithium aluminium tetrahydride; 1-hydroxy-7-aza-benzotriazole; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; cesium fluoride; osmium(VIII) oxide; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; 1,3-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

benzyl bromide (100-39-0) → 5,10-bis(benzyloxy)-3-(4-fluorobenzyl)-9,9,12-trimethyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione (1202013-65-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: potassium carbonate / water / 0.67 h / Ultrasonic bath

1.2: 24 h / Reflux

2.1: selenium(IV) oxide / 1,4-dioxane / 6 h / 100 °C

3.1: N-Bromosuccinimide / dichloromethane / 12 h / 20 °C

4.1: Oxone / N,N-dimethyl-formamide / 15 h / 20 °C

5.1: 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 12 h / 20 °C

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C

7.1: caesium carbonate / N,N-dimethyl-formamide / 27 h / 100 °C

8.1: cesium fluoride / bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,3-dioxane / 19 h / 100 °C / Inert atmosphere; Sealed tube

9.1: 2,6-dimethylpyridine; sodium periodate / osmium(VIII) oxide / tetrahydrofuran; water / 12 h / 20 °C

10.1: methanol / 0.25 h / 100 °C / Microwave irradiation

10.2: 0.33 h / 80 °C / Microwave irradiation

With 4-methyl-morpholine; 2,6-dimethylpyridine; selenium(IV) oxide; Oxone; sodium periodate; N-Bromosuccinimide; 1-hydroxy-7-aza-benzotriazole; potassium carbonate; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; cesium fluoride; osmium(VIII) oxide; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; 1,3-dioxane; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

1-chloromethyl-4-fluorobenzene

benzyl bromide

benzyl chloride

pantolactone

Downstream raw materials:

3-(4-fluorobenzyl)-5,10-dihydroxy-9,9,12-trimethyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione

Refernces