(2S,4'S)-1-benzyl-2-(2,2-dimethyl-1,3-dioxan-4-yl)-3-methoxy-2,5-dihydro-1H-pyrrole

Base Information

• Chemical Name: (2S,4'S)-1-benzyl-2-(2,2-dimethyl-1,3-dioxan-4-yl)-3-methoxy-2,5-dihydro-1H-pyrrole
• CAS No.: 256421-33-7
• Molecular Formula: C₁₇H₂₃NO₃
• Molecular Weight: 289.375

Synonyms:(2S,4'S)-1-benzyl-2-(2,2-dimethyl-1,3-dioxan-4-yl)-3-methoxy-2,5-dihydro-1H-pyrrole

Chemical Property of (2S,4'S)-1-benzyl-2-(2,2-dimethyl-1,3-dioxan-4-yl)-3-methoxy-2,5-dihydro-1H-pyrrole

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Technology Process of (2S,4'S)-1-benzyl-2-(2,2-dimethyl-1,3-dioxan-4-yl)-3-methoxy-2,5-dihydro-1H-pyrrole

There total 6 articles about (2S,4'S)-1-benzyl-2-(2,2-dimethyl-1,3-dioxan-4-yl)-3-methoxy-2,5-dihydro-1H-pyrrole 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: 63.0%

(2S)-2,3-O-isopropylideneglyceraldehyde N-benzylimine (100777-91-1) + Methoxyallene (13169-00-1) → (2S,4'S)-1-benzyl-2-(2,2-dimethyl-1,3-dioxan-4-yl)-3-methoxy-2,5-dihydro-1H-pyrrole (256421-33-7)

Guidance literature:

Methoxyallene; With n-butyllithium; In tetrahydrofuran; hexane; at -40 ℃; for 0.0833333h;

(2S)-2,3-O-isopropylideneglyceraldehyde N-benzylimine; In tetrahydrofuran; hexane; at -40 - 20 ℃; for 24h; Further stages.;

DOI:10.1002/chem.200390160

Reference yield: 57.0%

Methoxyallene (13169-00-1) + (R)-2,3-di-O-isoproylideneglyceraldehyde N-benzylimine (131319-74-9) → (2S,4'S)-1-benzyl-2-(2,2-dimethyl-1,3-dioxan-4-yl)-3-methoxy-2,5-dihydro-1H-pyrrole (256421-33-7)

Guidance literature:

Methoxyallene; With n-butyllithium; In tetrahydrofuran; hexane; at -40 ℃; for 0.0833333h;

(R)-2,3-di-O-isoproylideneglyceraldehyde N-benzylimine; In tetrahydrofuran; hexane;

With silver nitrate;

DOI:10.1055/s-1999-2966

Reference yield: 56.0%

(E)-(4R,4'R,5'S)-4-benzylamino-4-(5'-tert-butyldimethylsiloxymethyl-2',2'-dimethyl-1',3--dioxolan-4'-yl)-3-methoxybut-2-en-1-ol (294198-84-8) → (2S,4'S)-1-benzyl-2-(2,2-dimethyl-1,3-dioxan-4-yl)-3-methoxy-2,5-dihydro-1H-pyrrole (256421-33-7)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 1h;

upstream raw materials:

Methoxyallene

(R)-2,3-di-O-isoproylideneglyceraldehyde N-benzylimine

(E)-(4R,4'R,5'S)-4-benzylamino-4-(5'-tert-butyldimethylsiloxymethyl-2',2'-dimethyl-1',3--dioxolan-4'-yl)-3-methoxybut-2-en-1-ol

(2S)-2,3-O-isopropylideneglyceraldehyde N-benzylimine

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