(3S,4R)-N-(p-methoxybenzyl)-5-acetoxy-3,4-isopropylidenedioxy-2-pyrrolidinone

Base Information

• Chemical Name: (3S,4R)-N-(p-methoxybenzyl)-5-acetoxy-3,4-isopropylidenedioxy-2-pyrrolidinone
• CAS No.: 244203-43-8
• Molecular Formula: C₁₇H₂₁NO₆
• Molecular Weight: 335.357

Synonyms:(3S,4R)-N-(p-methoxybenzyl)-5-acetoxy-3,4-isopropylidenedioxy-2-pyrrolidinone

Chemical Property of (3S,4R)-N-(p-methoxybenzyl)-5-acetoxy-3,4-isopropylidenedioxy-2-pyrrolidinone

Chemical Property:

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Technology Process of (3S,4R)-N-(p-methoxybenzyl)-5-acetoxy-3,4-isopropylidenedioxy-2-pyrrolidinone

There total 3 articles about (3S,4R)-N-(p-methoxybenzyl)-5-acetoxy-3,4-isopropylidenedioxy-2-pyrrolidinone 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:

(1R,5S,8R)-8-methoxy-3,3-dimethyl-2,4,7-trioxabicyclo[3.3.0]octan-6-one (196497-20-8) → (3S,4R)-N-(p-methoxybenzyl)-5-acetoxy-3,4-isopropylidenedioxy-2-pyrrolidinone (244203-43-8)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 1 h / 20 °C

2: 618 mg / pyridine; DMAP / 0.5 h / 20 °C

With pyridine; dmap; In ethanol;

DOI:10.1021/ol990102y

Reference yield:

4-methoxy-benzylamine (2393-23-9) → (3S,4R)-N-(p-methoxybenzyl)-5-acetoxy-3,4-isopropylidenedioxy-2-pyrrolidinone (244203-43-8)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 1 h / 20 °C

2: 618 mg / pyridine; DMAP / 0.5 h / 20 °C

With pyridine; dmap; In ethanol;

DOI:10.1021/ol990102y

Reference yield:

C15H19NO5 + acetic anhydride (108-24-7) → (3S,4R)-N-(p-methoxybenzyl)-5-acetoxy-3,4-isopropylidenedioxy-2-pyrrolidinone (244203-43-8)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 0.5h;

DOI:10.1021/ol990102y

upstream raw materials:

acetic anhydride

(1R,5S,8R)-8-methoxy-3,3-dimethyl-2,4,7-trioxabicyclo[3.3.0]octan-6-one

4-methoxy-benzylamine

Downstream raw materials:

(3S,4S,5S)-N-(p-methoxybenzyl)-3,4-isopropylidenedioxy-5-allyl-2-pyrrolidinone

(3aS,6S,6aS)-6-Allyl-5-(4-methoxy-benzoyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-one

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