(2R,2S)-(-)-[3-benzyloxy-2-phenylpropylidene][2-(methoxymethyl)pyrrolidin-1-yl]amine

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Chemical Name:(2R,2S)-(-)-[3-benzyloxy-2-phenylpropylidene][2-(methoxymethyl)pyrrolidin-1-yl]amine
CAS No.:825601-11-4
Molecular Formula:C₂₂H₂₈N₂O₂
Molecular Weight:352.477
Hs Code.:

Synonyms:(2R,2S)-(-)-[3-benzyloxy-2-phenylpropylidene][2-(methoxymethyl)pyrrolidin-1-yl]amine

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Chemical Property of (2R,2S)-(-)-[3-benzyloxy-2-phenylpropylidene][2-(methoxymethyl)pyrrolidin-1-yl]amine

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Technology Process of (2R,2S)-(-)-[3-benzyloxy-2-phenylpropylidene][2-(methoxymethyl)pyrrolidin-1-yl]amine

There total 1 articles about (2R,2S)-(-)-[3-benzyloxy-2-phenylpropylidene][2-(methoxymethyl)pyrrolidin-1-yl]amine 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: 81.0%

: 3587-60-8
Benzyloxymethyl chloride

: 72170-93-5
((S)-2-Methoxymethyl-pyrrolidin-1-yl)-[2-phenyl-eth-(E)-ylidene]-amine

: 825601-11-4
(2R,2S)-(-)-[3-benzyloxy-2-phenylpropylidene][2-(methoxymethyl)pyrrolidin-1-yl]amine

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -90 - 20 ℃;
DOI:10.1002/ejoc.200400473

Reference yield:

: 825601-11-4
(2R,2S)-(-)-[3-benzyloxy-2-phenylpropylidene][2-(methoxymethyl)pyrrolidin-1-yl]amine

: (2R,3S)-2-Hexyl-3-phenyl-azetidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: CeCl₃ / tetrahydrofuran / 2 h / -78 °C

1.2: 93 percent / tetrahydrofuran / 2 h / -100 - -78 °C

2.1: BH₃*THF / tetrahydrofuran / Heating

2.2: 88 percent / aq. HCl / tetrahydrofuran / 2 h / Heating

3.1: 89 percent / K₂CO₃ / CH₂Cl₂ / 14 h

4.1: H₂ / Pd/C / ethyl acetate

5.1: PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 72 h / 20 °C

6.1: sodium; naphthalene; dimethoxyethane / methanol / -45 °C

With 1,2-dimethoxyethane; cerium(III) chloride; borane-THF; naphthalene; di-isopropyl azodicarboxylate; hydrogen; sodium; potassium carbonate; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1002/ejoc.200400473

Reference yield:

: 825601-11-4
(2R,2S)-(-)-[3-benzyloxy-2-phenylpropylidene][2-(methoxymethyl)pyrrolidin-1-yl]amine

: tert-butyl (2R,3S)-(-)-2-hexyl-3-phenylazetidine-1-carbocylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: CeCl₃ / tetrahydrofuran / 2 h / -78 °C

1.2: 93 percent / tetrahydrofuran / 2 h / -100 - -78 °C

2.1: BH₃*THF / tetrahydrofuran / Heating

2.2: 88 percent / aq. HCl / tetrahydrofuran / 2 h / Heating

3.1: 89 percent / K₂CO₃ / CH₂Cl₂ / 14 h

4.1: H₂ / Pd/C / ethyl acetate

5.1: PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 72 h / 20 °C

6.1: sodium; naphthalene; dimethoxyethane / methanol / -45 °C

7.1: Et₃N / CH₂Cl₂ / 20 h / 20 °C

With 1,2-dimethoxyethane; cerium(III) chloride; borane-THF; naphthalene; di-isopropyl azodicarboxylate; hydrogen; sodium; potassium carbonate; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1002/ejoc.200400473