(-)-8-phenylmenthyl (1R,2S,6R,7R,8R)-8-benzoylamino-9-oxo-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.1.0^2,6]decane-8-carboxylate

Base Information

• Chemical Name: (-)-8-phenylmenthyl (1R,2S,6R,7R,8R)-8-benzoylamino-9-oxo-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.1.0^2,6]decane-8-carboxylate
• CAS No.: 1039388-46-9
• Molecular Formula: C₃₄H₄₁NO₆
• Molecular Weight: 559.703

Synonyms:(-)-8-phenylmenthyl (1R,2S,6R,7R,8R)-8-benzoylamino-9-oxo-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.1.0^2,6]decane-8-carboxylate

Chemical Property of (-)-8-phenylmenthyl (1R,2S,6R,7R,8R)-8-benzoylamino-9-oxo-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.1.0^2,6]decane-8-carboxylate

Chemical Property:

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Technology Process of (-)-8-phenylmenthyl (1R,2S,6R,7R,8R)-8-benzoylamino-9-oxo-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.1.0^2,6]decane-8-carboxylate

There total 1 articles about (-)-8-phenylmenthyl (1R,2S,6R,7R,8R)-8-benzoylamino-9-oxo-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.1.0^2,6]decane-8-carboxylate 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: 85.0%

(-)-8-phenylmenthyl (1S,2S,6R,7R,8R,9S)-8-benzoylamino-9-hydroxy-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.1.02,6]decane-8-carboxylate (1039388-45-8) → (-)-8-phenylmenthyl (1R,2S,6R,7R,8R)-8-benzoylamino-9-oxo-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.1.02,6]decane-8-carboxylate (1039388-46-9)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/j.tet.2008.04.038

Reference yield:

(-)-8-phenylmenthyl (1R,2S,6R,7R,8R)-8-benzoylamino-9-oxo-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.1.02,6]decane-8-carboxylate (1039388-46-9) → (3aS,4R,6R,6aR,1'S)-6-(benzoylamino-(-)-8-phenylmenthoxycarbonyl-methyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxole-4-carboxylic acid (1039388-48-1) + (3aS,4R,6R,6aR,1'R)-6-(benzoylamino-(-)-8-phenylmenthoxycarbonyl-methyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxole-4-carboxylic acid (1039388-47-0)

Guidance literature:

With pyridine; In water; for 3h; Title compound not separated from byproducts.; Heating;

DOI:10.1016/j.tet.2008.04.038

upstream raw materials:

(-)-8-phenylmenthyl (1S,2S,6R,7R,8R,9S)-8-benzoylamino-9-hydroxy-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.1.0^2,6]decane-8-carboxylate

Downstream raw materials:

(3aS,4R,6R,6aR,1'S)-6-(benzoylamino-(-)-8-phenylmenthoxycarbonyl-methyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxole-4-carboxylic acid

(3aS,4R,6R,6aR,1'R)-6-(benzoylamino-(-)-8-phenylmenthoxycarbonyl-methyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxole-4-carboxylic acid

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