(1S^*,10R^*)-10-Hydroxy-1,7,8,9,10,11,11-heptamethyl-4-phenyl-2,4,6-triazatricyclo<5.2.2.0^2,6>undec-8-en-3,5-dion

Base Information

• Chemical Name: (1S^*,10R^*)-10-Hydroxy-1,7,8,9,10,11,11-heptamethyl-4-phenyl-2,4,6-triazatricyclo<5.2.2.0^2,6>undec-8-en-3,5-dion
• CAS No.: 71304-26-2
• Molecular Formula: C₂₁H₂₇N₃O₃
• Molecular Weight: 369.464

Synonyms:(1S^*,10R^*)-10-Hydroxy-1,7,8,9,10,11,11-heptamethyl-4-phenyl-2,4,6-triazatricyclo<5.2.2.0^2,6>undec-8-en-3,5-dion

Chemical Property of (1S^*,10R^*)-10-Hydroxy-1,7,8,9,10,11,11-heptamethyl-4-phenyl-2,4,6-triazatricyclo<5.2.2.0^2,6>undec-8-en-3,5-dion

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Technology Process of (1S^*,10R^*)-10-Hydroxy-1,7,8,9,10,11,11-heptamethyl-4-phenyl-2,4,6-triazatricyclo<5.2.2.0^2,6>undec-8-en-3,5-dion

There total 2 articles about (1S^*,10R^*)-10-Hydroxy-1,7,8,9,10,11,11-heptamethyl-4-phenyl-2,4,6-triazatricyclo<5.2.2.0^2,6>undec-8-en-3,5-dion 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: 7.0%

methyl magnesium iodide (917-64-6) + 1,7,8,9,11,11-Hexamethyl-4-phenyl-2,4,6-triazatricyclo<5.2.2.02,6>undec-8-en-3,5,10-trion (71304-25-1) → (1S*,10R*)-10-Hydroxy-1,7,8,9,10,11,11-heptamethyl-4-phenyl-2,4,6-triazatricyclo<5.2.2.02,6>undec-8-en-3,5-dion (71304-26-2) + (1R*,10R*)-10-Hydroxy-1,7,8,9,10,11,11-heptamethyl-4-phenyl-2,4,6-triazatricyclo<5.3.1.02,6>undec-8-en-3,5-dion (71304-27-3) + (1R*,10S*)-10-Hydroxy-1,7,8,9,10,11,11-heptamethyl-4-phenyl-2,4,6-triazatricyclo<5.3.1.02,6>undec-8-en-3,5-dion (71328-41-1)

Guidance literature:

In diethyl ether; for 6h; Product distribution; Heating; other time;

Reference yield:

4-Phenyl-1,2,4-triazolidine-3,5-dione (4233-33-4) + 2,3,4,5,6,6-hexamethylcyclohexa-2,4-dien-1-one (3854-96-4) + methyllithium (917-54-4) → (1S*,10R*)-10-Hydroxy-1,7,8,9,10,11,11-heptamethyl-4-phenyl-2,4,6-triazatricyclo<5.2.2.02,6>undec-8-en-3,5-dion (71304-26-2)

Guidance literature:

Yield given. Multistep reaction; 1.) THF, hexane, 12h, -78 deg C to RT 2.) CH₂Cl₂, 12h, RT;

Reference yield: 94.0%

(1S*,10R*)-10-Hydroxy-1,7,8,9,10,11,11-heptamethyl-4-phenyl-2,4,6-triazatricyclo<5.2.2.02,6>undec-8-en-3,5-dion (71304-26-2) → 1,8,9,10,11,11-Hexamethyl-7-methylen-4-phenyl-2,4,6-triazatricyclo<6.2.1.02,6>undec-9-en-3,5-dion (71304-28-4)

Guidance literature:

With trichlorophosphate; In pyridine; for 60h; Ambient temperature;

upstream raw materials:

methyl magnesium iodide

1,7,8,9,11,11-Hexamethyl-4-phenyl-2,4,6-triazatricyclo<5.2.2.0^2,6>undec-8-en-3,5,10-trion

4-Phenyl-1,2,4-triazolidine-3,5-dione

2,3,4,5,6,6-hexamethylcyclohexa-2,4-dien-1-one

Downstream raw materials:

1,8,9,10,11,11-Hexamethyl-7-methylen-4-phenyl-2,4,6-triazatricyclo<6.2.1.0^2,6>undec-9-en-3,5-dion

1,8,9,9,10,11-Hexamethyl-7-methylen-4-phenyl-2,4,6-triazatricyclo<6.3.0.0^2,6>undec-10-en-3,5-dion

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