diethyl (3S,4R,5R,1'E)-4-[(tertbutyldiphenylsilyloxy)methyl]-3-phenyl-5-styrylpyrrolidine-2,2-dicarboxylate

Base Information

• Chemical Name: diethyl (3S,4R,5R,1'E)-4-[(tertbutyldiphenylsilyloxy)methyl]-3-phenyl-5-styrylpyrrolidine-2,2-dicarboxylate
• CAS No.: 1391849-91-4
• Molecular Formula: C₄₁H₄₇NO₅Si
• Molecular Weight: 661.913

Synonyms:diethyl (3S,4R,5R,1'E)-4-[(tertbutyldiphenylsilyloxy)methyl]-3-phenyl-5-styrylpyrrolidine-2,2-dicarboxylate

Chemical Property of diethyl (3S,4R,5R,1'E)-4-[(tertbutyldiphenylsilyloxy)methyl]-3-phenyl-5-styrylpyrrolidine-2,2-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of diethyl (3S,4R,5R,1'E)-4-[(tertbutyldiphenylsilyloxy)methyl]-3-phenyl-5-styrylpyrrolidine-2,2-dicarboxylate

There total 3 articles about diethyl (3S,4R,5R,1'E)-4-[(tertbutyldiphenylsilyloxy)methyl]-3-phenyl-5-styrylpyrrolidine-2,2-dicarboxylate 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: 92.0%

diethyl (3S,4R,5R,1'E)-4-hydroxymethyl-3-phenyl-5-styrylpyrrolidine-2,2-dicarboxylate (1391849-82-3) + tert-butylchlorodiphenylsilane (58479-61-1) → diethyl (3S,4R,5R,1'E)-4-[(tertbutyldiphenylsilyloxy)methyl]-3-phenyl-5-styrylpyrrolidine-2,2-dicarboxylate (1391849-91-4)

Guidance literature:

With 1H-imidazole; dmap; In tetrahydrofuran; at 20 ℃;

DOI:10.1002/chem.201103015

Reference yield:

dimethyl 2-aminomalonate (53704-09-9) → diethyl (3S,4R,5R,1'E)-4-[(tertbutyldiphenylsilyloxy)methyl]-3-phenyl-5-styrylpyrrolidine-2,2-dicarboxylate (1391849-91-4)

Guidance literature:

Multi-step reaction with 3 steps

1: (S)-diphenylprolinol; water / tetrahydrofuran / 0 - 4 °C

2: sodium tetrahydroborate / methanol / 0.5 h / 0 °C

3: 1H-imidazole; dmap / tetrahydrofuran / 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; (S)-diphenylprolinol; water; In tetrahydrofuran; methanol;

DOI:10.1002/chem.201103015

Reference yield:

(E)-3-phenylpropenal (14371-10-9) → diethyl (3S,4R,5R,1'E)-4-[(tertbutyldiphenylsilyloxy)methyl]-3-phenyl-5-styrylpyrrolidine-2,2-dicarboxylate (1391849-91-4)

Guidance literature:

Multi-step reaction with 3 steps

1: (S)-diphenylprolinol; water / tetrahydrofuran / 0 - 4 °C

2: sodium tetrahydroborate / methanol / 0.5 h / 0 °C

3: 1H-imidazole; dmap / tetrahydrofuran / 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; (S)-diphenylprolinol; water; In tetrahydrofuran; methanol;

DOI:10.1002/chem.201103015

upstream raw materials:

(E)-3-phenylpropenal

diethyl (3S,4R,5R,1'E)-4-hydroxymethyl-3-phenyl-5-styrylpyrrolidine-2,2-dicarboxylate

tert-butylchlorodiphenylsilane

dimethyl 2-aminomalonate

Downstream raw materials:

C₂₅H₂₆ClNO₇

C₂₅H₂₇NO₇

diethyl (3S,3aR,6aS)-1-benzoyl-6-oxo-3-phenyltetrahydro-1H-furo[3,4-b]pyrrole-2,2(3H)-dicarboxylate

diethyl (3S,3aR,6aS)-1-benzoyl-3-phenyltetrahydro-1H-furo[3,4-b]pyrrole-2,2(3H)-dicarboxylate

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