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

Base Information

• Chemical Name: (3S,4S,5S)-N-(p-methoxybenzyl)-3,4-isopropylidenedioxy-5-allyl-2-pyrrolidinone
• CAS No.: 154850-78-9
• Molecular Formula: C₁₈H₂₃NO₄
• Molecular Weight: 317.385

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

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

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

There total 7 articles about (3S,4S,5S)-N-(p-methoxybenzyl)-3,4-isopropylidenedioxy-5-allyl-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: 100.0%

(3S,4R)-N-(p-methoxybenzyl)-5-acetoxy-3,4-isopropylidenedioxy-2-pyrrolidinone (244203-43-8) + allyl-trimethyl-silane (762-72-1) → (3S,4S,5S)-N-(p-methoxybenzyl)-3,4-isopropylidenedioxy-5-allyl-2-pyrrolidinone (154850-78-9)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/ol990102y

Reference yield: 100.0%

Acetic acid (3aR,6aS)-5-(4-methoxy-benzyl)-2,2-dimethyl-6-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl ester + allyl-trimethyl-silane (762-72-1) → (3S,4S,5S)-N-(p-methoxybenzyl)-3,4-isopropylidenedioxy-5-allyl-2-pyrrolidinone (154850-78-9)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -15 - 20 ℃;

DOI:10.3987/COM-93-6544

Reference yield: 96.0%

C16H21NO5 (1001909-49-4) + allyl-trimethyl-silane (762-72-1) → (3S,4S,5S)-N-(p-methoxybenzyl)-3,4-isopropylidenedioxy-5-allyl-2-pyrrolidinone (154850-78-9)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -78 - 20 ℃; for 20h;

DOI:10.1016/j.tetlet.2007.10.125

upstream raw materials:

allyl-trimethyl-silane

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

C₁₆H₂₁NO₅

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

Downstream raw materials:

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

(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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