(+)-(6R,8R)-N-[(1R)-2-hydroxy-1-phenylethyl]-7,7-dimethyl-5,6,7,8-tetrahydro-6,8-methanoquinoline-2-carboxamide

Base Information

• Chemical Name: (+)-(6R,8R)-N-[(1R)-2-hydroxy-1-phenylethyl]-7,7-dimethyl-5,6,7,8-tetrahydro-6,8-methanoquinoline-2-carboxamide
• CAS No.: 1027754-28-4
• Molecular Formula: C₂₁H₂₄N₂O₂
• Molecular Weight: 336.434

Synonyms:(+)-(6R,8R)-N-[(1R)-2-hydroxy-1-phenylethyl]-7,7-dimethyl-5,6,7,8-tetrahydro-6,8-methanoquinoline-2-carboxamide

Chemical Property of (+)-(6R,8R)-N-[(1R)-2-hydroxy-1-phenylethyl]-7,7-dimethyl-5,6,7,8-tetrahydro-6,8-methanoquinoline-2-carboxamide

Chemical Property:

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Technology Process of (+)-(6R,8R)-N-[(1R)-2-hydroxy-1-phenylethyl]-7,7-dimethyl-5,6,7,8-tetrahydro-6,8-methanoquinoline-2-carboxamide

There total 1 articles about (+)-(6R,8R)-N-[(1R)-2-hydroxy-1-phenylethyl]-7,7-dimethyl-5,6,7,8-tetrahydro-6,8-methanoquinoline-2-carboxamide 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: 73.0%

carbon monoxide (201230-82-2) + D-2-phenylglycinol (56613-80-0) + (6R,8R)-7,7-dimethyl-5,6,7,8-tetrahydro-6,8-methanoquinolin-2-yl trifluoromethanesulfonate (561319-37-7) → (+)-(6R,8R)-N-[(1R)-2-hydroxy-1-phenylethyl]-7,7-dimethyl-5,6,7,8-tetrahydro-6,8-methanoquinoline-2-carboxamide (1027754-28-4)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; triethylamine; palladium diacetate; at 70 ℃; for 21h;

DOI:10.1016/j.tet.2008.02.045

Reference yield: 81.0%

(+)-(6R,8R)-N-[(1R)-2-hydroxy-1-phenylethyl]-7,7-dimethyl-5,6,7,8-tetrahydro-6,8-methanoquinoline-2-carboxamide (1027754-28-4) → (1R,9R,4'R)-(+)-10,10-dimethyl-4-[4'-phenyl-4',5'-dihydrooxazol-2'-yl]-3-aza-tricyclo[7.1.1.02,7]-undeca-2(7),3,5-triene (1027754-32-0)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 - 20 ℃; for 48h;

DOI:10.1016/j.tet.2008.02.045

upstream raw materials:

carbon monoxide

D-2-phenylglycinol

(6R,8R)-7,7-dimethyl-5,6,7,8-tetrahydro-6,8-methanoquinolin-2-yl trifluoromethanesulfonate

Downstream raw materials:

(1R,9R,4'R)-(+)-10,10-dimethyl-4-[4'-phenyl-4',5'-dihydrooxazol-2'-yl]-3-aza-tricyclo[7.1.1.0^2,7]-undeca-2⁽⁷⁾,3,5-triene

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