methyl 2-((N-allyl-2-(trimethylsilyl)ethan-3-ylsulfonamido)(4-chlorophenyl)methyl)acrylate

Base Information

• Chemical Name: methyl 2-((N-allyl-2-(trimethylsilyl)ethan-3-ylsulfonamido)(4-chlorophenyl)methyl)acrylate
• CAS No.: 816457-85-9
• Molecular Formula: C₁₉H₂₈ClNO₄SSi
• Molecular Weight: 430.04

Synonyms:methyl 2-((N-allyl-2-(trimethylsilyl)ethan-3-ylsulfonamido)(4-chlorophenyl)methyl)acrylate

Chemical Property of methyl 2-((N-allyl-2-(trimethylsilyl)ethan-3-ylsulfonamido)(4-chlorophenyl)methyl)acrylate

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Technology Process of methyl 2-((N-allyl-2-(trimethylsilyl)ethan-3-ylsulfonamido)(4-chlorophenyl)methyl)acrylate

There total 3 articles about methyl 2-((N-allyl-2-(trimethylsilyl)ethan-3-ylsulfonamido)(4-chlorophenyl)methyl)acrylate 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: 99.0%

methyl 2-((4-chlorophenyl)(2-(trimethylsilyl)ethylsulfonamido)methyl)acrylate (816457-71-3) + allyl bromide (106-95-6) → methyl 2-((N-allyl-2-(trimethylsilyl)ethan-3-ylsulfonamido)(4-chlorophenyl)methyl)acrylate (816457-85-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 6h;

DOI:10.1021/jo048519r

Reference yield:

2-(trimethylsilyl)ethanesulfonamide (125486-96-6) → methyl 2-((N-allyl-2-(trimethylsilyl)ethan-3-ylsulfonamido)(4-chlorophenyl)methyl)acrylate (816457-85-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / 1,4-diazabicyclo[2.2.2]octane / propan-2-ol / 14 h / 70 °C

2: 99 percent / K₂CO₃ / dimethylformamide / 6 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate; In N,N-dimethyl-formamide; isopropyl alcohol; 1: aza-Baylis-Hillman reaction;

DOI:10.1021/jo048519r

Reference yield:

4-chlorobenzaldehyde (104-88-1) → methyl 2-((N-allyl-2-(trimethylsilyl)ethan-3-ylsulfonamido)(4-chlorophenyl)methyl)acrylate (816457-85-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / 1,4-diazabicyclo[2.2.2]octane / propan-2-ol / 14 h / 70 °C

2: 99 percent / K₂CO₃ / dimethylformamide / 6 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate; In N,N-dimethyl-formamide; isopropyl alcohol; 1: aza-Baylis-Hillman reaction;

DOI:10.1021/jo048519r

upstream raw materials:

methyl 2-((4-chlorophenyl)(2-(trimethylsilyl)ethylsulfonamido)methyl)acrylate

allyl bromide

2-(trimethylsilyl)ethanesulfonamide

4-chlorobenzaldehyde

Downstream raw materials:

methyl 2-(4-chlorophenyl)-1-(2-(trimethylsilyl)ethylsulfonyl)-2,5-dihydro-1H-pyrrole-3-carboxylate

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