1-((S)-2-Methoxy-5-methoxymethyl-pyrrolidin-1-yl)-3-phenyl-pent-4-en-1-one

Base Information

• Chemical Name: 1-((S)-2-Methoxy-5-methoxymethyl-pyrrolidin-1-yl)-3-phenyl-pent-4-en-1-one
• CAS No.: 142596-91-6
• Molecular Formula: C₁₈H₂₅NO₃
• Molecular Weight: 303.401

Synonyms:1-((S)-2-Methoxy-5-methoxymethyl-pyrrolidin-1-yl)-3-phenyl-pent-4-en-1-one

Chemical Property of 1-((S)-2-Methoxy-5-methoxymethyl-pyrrolidin-1-yl)-3-phenyl-pent-4-en-1-one

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Technology Process of 1-((S)-2-Methoxy-5-methoxymethyl-pyrrolidin-1-yl)-3-phenyl-pent-4-en-1-one

There total 2 articles about 1-((S)-2-Methoxy-5-methoxymethyl-pyrrolidin-1-yl)-3-phenyl-pent-4-en-1-one 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: 60.0%

methanol (67-56-1) + 1-((S)-2-Methoxymethyl-pyrrolidin-1-yl)-3-phenyl-pent-4-en-1-one (142596-90-5) → 1-((S)-2-Methoxy-5-methoxymethyl-pyrrolidin-1-yl)-3-phenyl-pent-4-en-1-one (142596-91-6)

Guidance literature:

With tetraethylammonium tosylate; In dichloromethane; anodic oxidation (constant current 27 mA, carbon anode);

DOI:10.1016/S0040-4039(00)79559-1

Reference yield:

3-Phenylpropenol (104-54-1) → 1-((S)-2-Methoxy-5-methoxymethyl-pyrrolidin-1-yl)-3-phenyl-pent-4-en-1-one (142596-91-6)

Guidance literature:

Multi-step reaction with 2 steps

2: 60 percent / 1N tetraethylammonium tosylate / CH₂Cl₂ / anodic oxidation (constant current 27 mA, carbon anode)

With tetraethylammonium tosylate; In dichloromethane;

DOI:10.1016/S0040-4039(00)79559-1

Reference yield: 92.0%

1-((S)-2-Methoxy-5-methoxymethyl-pyrrolidin-1-yl)-3-phenyl-pent-4-en-1-one (142596-91-6) → (S)-8-Chloro-3-methoxymethyl-7-phenyl-octahydro-pyrrolo[1,2-a]azepin-5-one (142596-92-7)

Guidance literature:

With titanium tetrachloride; In dichloromethane; for 25h; -78 deg C to RT;

DOI:10.1016/S0040-4039(00)79559-1

upstream raw materials:

methanol

1-((S)-2-Methoxymethyl-pyrrolidin-1-yl)-3-phenyl-pent-4-en-1-one

3-Phenylpropenol

Downstream raw materials:

(S)-8-Chloro-3-methoxymethyl-7-phenyl-octahydro-pyrrolo[1,2-a]azepin-5-one

(S)-3-Methoxymethyl-7-phenyl-octahydro-pyrrolo[1,2-a]azepin-5-one

(S)-6-Amino-3-methoxymethyl-7-phenyl-1,2,3,8,9,9a-hexahydro-pyrrolo[1,2-a]azepin-5-one

(S)-6-Hydroxy-3-methoxymethyl-7-phenyl-1,2,3,8,9,9a-hexahydro-pyrrolo[1,2-a]azepin-5-one

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