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

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Chemical Name:(1R,2'S,4'S)-1-benzyl-3-methoxy-2-(2-phenyl-1,3-dioxan-4-yl)-2,5-dihydro-1H-pyrrole
CAS No.:548458-30-6
Molecular Formula:C₂₂H₂₅NO₃
Molecular Weight:351.445
Hs Code.:

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

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

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

There total 4 articles about (1R,2'S,4'S)-1-benzyl-3-methoxy-2-(2-phenyl-1,3-dioxan-4-yl)-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: 88.0%

: 548458-29-3
(1R,2'S,4'S)-benzyl[2-methoxy-1-(2-phenyl-1,3-dioxan-4-yl)buta-2,3-dienyl]amine

: 548458-30-6
(1R,2'S,4'S)-1-benzyl-3-methoxy-2-(2-phenyl-1,3-dioxan-4-yl)-2,5-dihydro-1H-pyrrole

Guidance literature:: With silver nitrate; In acetone; at 20 ℃; for 16h;
DOI:10.1002/chem.200390160

Reference yield:

: 548458-28-2
(2S,4S)-benzyl[2-phenyl-(1,3-dioxan-4-yl)methylen]amine

: 548458-30-6
(1R,2'S,4'S)-1-benzyl-3-methoxy-2-(2-phenyl-1,3-dioxan-4-yl)-2,5-dihydro-1H-pyrrole

Guidance literature:: (2S,4S)-benzyl[2-phenyl-(1,3-dioxan-4-yl)methylen]amine; With n-butyllithium; In tetrahydrofuran; hexane; at -40 ℃; for 0.25h;

(2S,4S)-benzyl[2-phenyl-(1,3-dioxan-4-yl)methylen]amine; In tetrahydrofuran; hexane; at -40 - 20 ℃; for 16h; Further stages.;
DOI:10.1002/chem.200390160

Reference yield:

: 103773-79-1
[(2S,4S)-2-phenyl-1,3-dioxan-4-yl]methanol

: 548458-30-6
(1R,2'S,4'S)-1-benzyl-3-methoxy-2-(2-phenyl-1,3-dioxan-4-yl)-2,5-dihydro-1H-pyrrole

Guidance literature:: Multi-step reaction with 4 steps

1.1: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -60 - 20 °C

2.1: 88 percent / MgSO₄ / CH₂Cl₂ / 3 h / 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -40 °C

3.2: 672 mg / tetrahydrofuran; hexane / 2 h / -40 - -20 °C

4.1: 88 percent / AgNO₃ / acetone / 16 h / 20 °C

With n-butyllithium; oxalyl dichloride; magnesium sulfate; silver nitrate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; acetone;
DOI:10.1002/chem.200390160