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

Base Information

• Chemical Name: (-)-8-phenylmenthyl (1S,2S,6R,7R,8R,9S)-8-benzoylamino-9-ethoxycarbonyloxy-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.1.0^2,6]decane-8-carboxylate
• CAS No.: 1039388-44-7
• Molecular Formula: C₃₇H₄₇NO₈
• Molecular Weight: 633.782

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

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

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

There total 1 articles about (-)-8-phenylmenthyl (1S,2S,6R,7R,8R,9S)-8-benzoylamino-9-ethoxycarbonyloxy-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: 89.0%

(-)-8-phenylmethyl (1R,2R,3S,4R,5S,6R)-2-benzoylamino-3-ethoxycarbonyloxy-5,6-dihydrobicyclo[2.2.1]heptane-2-carboxylate (1039388-43-6) + 2,2-dimethoxy-propane (77-76-9) → (-)-8-phenylmenthyl (1S,2S,6R,7R,8R,9S)-8-benzoylamino-9-ethoxycarbonyloxy-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.1.02,6]decane-8-carboxylate (1039388-44-7)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; at 20 ℃; for 2.5h;

DOI:10.1016/j.tet.2008.04.038

Reference yield: 95.0%

(-)-8-phenylmenthyl (1S,2S,6R,7R,8R,9S)-8-benzoylamino-9-ethoxycarbonyloxy-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.1.02,6]decane-8-carboxylate (1039388-44-7) → (-)-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)

Guidance literature:

With sodium carbonate; In ethanol; Heating;

DOI:10.1016/j.tet.2008.04.038

upstream raw materials:

(-)-8-phenylmethyl (1R,2R,3S,4R,5S,6R)-2-benzoylamino-3-ethoxycarbonyloxy-5,6-dihydrobicyclo[2.2.1]heptane-2-carboxylate

2,2-dimethoxy-propane

Downstream 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

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