(2R,3S,4S)-1-Benzyl-3-(benzyloxy)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidine

Base Information

Chemical Name:(2R,3S,4S)-1-Benzyl-3-(benzyloxy)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidine
CAS No.:186465-39-4
Molecular Formula:C₂₆H₂₉NO₃
Molecular Weight:403.521
Hs Code.:

Synonyms:(2R,3S,4S)-1-Benzyl-3-(benzyloxy)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidine

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Chemical Property of (2R,3S,4S)-1-Benzyl-3-(benzyloxy)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidine

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Technology Process of (2R,3S,4S)-1-Benzyl-3-(benzyloxy)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidine

There total 5 articles about (2R,3S,4S)-1-Benzyl-3-(benzyloxy)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidine 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: 77.0%

: 186465-29-2
(2S,3S,4R)-4-(Benzylamino)-3-(benzyloxy)-5-(4-methoxyphenyl)pentane-1,2-diol

: 186465-39-4
(2R,3S,4S)-1-Benzyl-3-(benzyloxy)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidine

Guidance literature:: With pyridine; triphenylphosphine; diethylazodicarboxylate; at 0 ℃; for 1.5h;
DOI:10.1055/s-1999-3661

Reference yield:

: 100906-42-1
2-O-benzyl-3,4-O-isopropylidene-L-threose

: 186465-39-4
(2R,3S,4S)-1-Benzyl-3-(benzyloxy)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / Al₂O₃ / CH₂Cl₂ / 1 h / 20 °C

2.1: Mg; I₂ / diethyl ether / 0.25 h / Heating

2.2: diethyl ether / 3 h / 20 °C

3.1: H₂O; HCl / dioxane / 20 °C

4.1: 77 percent / DEAD; PPh₃; pyridine / 1.5 h / 0 °C

With pyridine; hydrogenchloride; aluminum oxide; water; iodine; magnesium; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; diethyl ether; dichloromethane; 1.1: Condensation / 2.1: Metallation / 2.2: Grignard reaction / 3.1: Hydrolysis / 4.1: Cyclization;
DOI:10.1055/s-1999-3661

Reference yield:

: 100-46-9
benzylamine

: 186465-39-4
(2R,3S,4S)-1-Benzyl-3-(benzyloxy)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / Al₂O₃ / CH₂Cl₂ / 1 h / 20 °C

2.1: Mg; I₂ / diethyl ether / 0.25 h / Heating

2.2: diethyl ether / 3 h / 20 °C

3.1: H₂O; HCl / dioxane / 20 °C

4.1: 77 percent / DEAD; PPh₃; pyridine / 1.5 h / 0 °C

With pyridine; hydrogenchloride; aluminum oxide; water; iodine; magnesium; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; diethyl ether; dichloromethane; 1.1: Condensation / 2.1: Metallation / 2.2: Grignard reaction / 3.1: Hydrolysis / 4.1: Cyclization;
DOI:10.1055/s-1999-3661