ethyl (2R,4aR,6S,9bS)-6-methoxy-2-phenyl-4a,6,8,9b-tetrahydro-4H-[1,3]dioxino[4',5':5,6]pyrano[3,4-c]pyrrole-7-carboxylate

Base Information

• Chemical Name: ethyl (2R,4aR,6S,9bS)-6-methoxy-2-phenyl-4a,6,8,9b-tetrahydro-4H-[1,3]dioxino[4',5':5,6]pyrano[3,4-c]pyrrole-7-carboxylate
• CAS No.: 1096364-59-8
• Molecular Formula: C₁₉H₂₁NO₆
• Molecular Weight: 359.379

Synonyms:ethyl (2R,4aR,6S,9bS)-6-methoxy-2-phenyl-4a,6,8,9b-tetrahydro-4H-[1,3]dioxino[4',5':5,6]pyrano[3,4-c]pyrrole-7-carboxylate

Chemical Property of ethyl (2R,4aR,6S,9bS)-6-methoxy-2-phenyl-4a,6,8,9b-tetrahydro-4H-[1,3]dioxino[4',5':5,6]pyrano[3,4-c]pyrrole-7-carboxylate

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Technology Process of ethyl (2R,4aR,6S,9bS)-6-methoxy-2-phenyl-4a,6,8,9b-tetrahydro-4H-[1,3]dioxino[4',5':5,6]pyrano[3,4-c]pyrrole-7-carboxylate

There total 1 articles about ethyl (2R,4aR,6S,9bS)-6-methoxy-2-phenyl-4a,6,8,9b-tetrahydro-4H-[1,3]dioxino[4',5':5,6]pyrano[3,4-c]pyrrole-7-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: 76.0%

C21H22O6S (1085789-64-5) + Ethyl isocyanoacetate (2999-46-4) → ethyl (2R,4aR,6S,9bS)-6-methoxy-2-phenyl-4a,6,8,9b-tetrahydro-4H-[1,3]dioxino[4',5':5,6]pyrano[3,4-c]pyrrole-7-carboxylate (1096364-59-8)

Guidance literature:

Ethyl isocyanoacetate; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

C₂₁H₂₂O₆S; In tetrahydrofuran; for 5h; Inert atmosphere; Reflux;

DOI:10.1021/jo801948m

Reference yield: 73.0%

ethyl (2R,4aR,6S,9bS)-6-methoxy-2-phenyl-4a,6,8,9b-tetrahydro-4H-[1,3]dioxino[4',5':5,6]pyrano[3,4-c]pyrrole-7-carboxylate (1096364-59-8) → ethyl 3-formyl-4-[(2R,4S,5R)-5-hydroxy-2-phenyl-1,3-dioxan-4-yl]-1H-pyrrole-2-carboxylate (1096364-72-5)

Guidance literature:

With N,N-dimethyl-formamide; trichlorophosphate; at 20 ℃; Cooling with ice; Inert atmosphere;

DOI:10.1021/jo801948m

upstream raw materials:

C₂₁H₂₂O₆S

Ethyl isocyanoacetate

Downstream raw materials:

ethyl 3-formyl-4-[(2R,4S,5R)-5-hydroxy-2-phenyl-1,3-dioxan-4-yl]-1H-pyrrole-2-carboxylate

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