(4R,4aS,7aS)-methyl 4-phenyl-4,4a,5,7a-tetrahydrocyclopenta[b]pyran-2-carboxylate

Base Information

Chemical Name:(4R,4aS,7aS)-methyl 4-phenyl-4,4a,5,7a-tetrahydrocyclopenta[b]pyran-2-carboxylate
CAS No.:937170-94-0
Molecular Formula:C₁₆H₁₆O₃
Molecular Weight:256.301
Hs Code.:

Synonyms:(4R,4aS,7aS)-methyl 4-phenyl-4,4a,5,7a-tetrahydrocyclopenta[b]pyran-2-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R,4aS,7aS)-methyl 4-phenyl-4,4a,5,7a-tetrahydrocyclopenta[b]pyran-2-carboxylate

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Technology Process of (4R,4aS,7aS)-methyl 4-phenyl-4,4a,5,7a-tetrahydrocyclopenta[b]pyran-2-carboxylate

There total 5 articles about (4R,4aS,7aS)-methyl 4-phenyl-4,4a,5,7a-tetrahydrocyclopenta[b]pyran-2-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: 61.0%

: 107969-78-8,6395-86-4
methyl 4-phenyl-2-oxo-3-butenoate

: 542-92-7,25568-84-7,7313-32-8
cyclopenta-1,3-diene

: 937170-94-0
(4R,4aS,7aS)-methyl 4-phenyl-4,4a,5,7a-tetrahydrocyclopenta[b]pyran-2-carboxylate

: methyl (1S,2R,3R,4R)-3-phenylbicyclo[2.2.1]hept-5-en-2-ylglyoxylate

Guidance literature:: methyl 4-phenyl-2-oxo-3-butenoate; With C₃₉H₆₀N₄O₄; erbium(III) triflate; In dichloromethane; at 25 ℃; for 0.5h; Inert atmosphere;

cyclopenta-1,3-diene; In dichloromethane; at -20 ℃; for 24h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1002/chem.201100520

Reference yield:

: 107969-78-8
methyl benzylidenepyruvate

: 542-92-7,25568-84-7,7313-32-8
cyclopenta-1,3-diene

: 937170-94-0
(4R,4aS,7aS)-methyl 4-phenyl-4,4a,5,7a-tetrahydrocyclopenta[b]pyran-2-carboxylate

: methyl 3-phenylbicyclo[2.2.1]hept-5-en-2-ylglyoxylate

: methyl (1S,2R,3R,4R)-3-phenylbicyclo[2.2.1]hept-5-en-2-ylglyoxylate

Guidance literature:: With chiral pybox ligand; 4A MS; scandium tris(trifluoromethanesulfonate); In dichloromethane; at -50 ℃; for 12h;
DOI:10.1002/ejoc.200600955

Reference yield:

: 107969-78-8
methyl benzylidenepyruvate

: 542-92-7,25568-84-7,7313-32-8
cyclopenta-1,3-diene

: 937170-94-0
(4R,4aS,7aS)-methyl 4-phenyl-4,4a,5,7a-tetrahydrocyclopenta[b]pyran-2-carboxylate

: methyl (1S,2R,3R,4R)-3-phenylbicyclo[2.2.1]hept-5-en-2-ylglyoxylate

Guidance literature:: methyl benzylidenepyruvate; With C₃₉H₆₀N₄O₄; copper(II) bis(trifluoromethanesulfonate); at 20 ℃; for 0.5h; Inert atmosphere;

cyclopenta-1,3-diene; In dichloromethane; at 25 ℃; for 0.25h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1002/chem.201001365