N¹,N³-bis{(R)-1-[4-(3-bromopropoxy)phenyl]-2-hydroxyethyl}-2,2-dithylmalonamide

Base Information

• Chemical Name: N¹,N³-bis{(R)-1-[4-(3-bromopropoxy)phenyl]-2-hydroxyethyl}-2,2-dithylmalonamide
• CAS No.: 317373-79-8
• Molecular Formula: C₂₉H₄₀Br₂N₂O₆
• Molecular Weight: 672.454

Synonyms:N¹,N³-bis{(R)-1-[4-(3-bromopropoxy)phenyl]-2-hydroxyethyl}-2,2-dithylmalonamide

Chemical Property of N¹,N³-bis{(R)-1-[4-(3-bromopropoxy)phenyl]-2-hydroxyethyl}-2,2-dithylmalonamide

Chemical Property:

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Technology Process of N¹,N³-bis{(R)-1-[4-(3-bromopropoxy)phenyl]-2-hydroxyethyl}-2,2-dithylmalonamide

There total 2 articles about N¹,N³-bis{(R)-1-[4-(3-bromopropoxy)phenyl]-2-hydroxyethyl}-2,2-dithylmalonamide 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: 47.0%

1,3-dibromo-propane (109-64-8) + 2,2-diethyl-N1,N3-bis[(R)-2-hydroxy-1-(4-hydroxyphenyl)ethyl]malonamide (317373-77-6) → N1,N3-bis{(R)-1-[4-(3-bromopropoxy)phenyl]-2-hydroxyethyl}-2,2-dithylmalonamide (317373-79-8)

Guidance literature:

With potassium carbonate; In acetonitrile; for 18h; Heating;

DOI:10.1002/ejoc.200600827

Reference yield:

N1,N3-di{(1R)-1-[4-(benzyloxy)phenyl]-2-hydroxyethyl}-2,2-diethylmanonamide (600738-27-0) → N1,N3-bis{(R)-1-[4-(3-bromopropoxy)phenyl]-2-hydroxyethyl}-2,2-dithylmalonamide (317373-79-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / H₂ / Pd/C / methanol / 18 h / 20 °C / 3750.38 Torr

2: 47 percent / K₂CO₃ / acetonitrile / 18 h / Heating

With hydrogen; potassium carbonate; palladium on activated charcoal; In methanol; acetonitrile;

DOI:10.1002/ejoc.200600827

Reference yield: 83.0%

N1,N3-bis{(R)-1-[4-(3-bromopropoxy)phenyl]-2-hydroxyethyl}-2,2-dithylmalonamide (317373-79-8) → N1,N3-bis{(R)-1-[4-(3-bromopropoxy)phenyl]-2-chloroethyl}-2,2-dithylmalonamide (317373-83-4)

Guidance literature:

With thionyl chloride; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1002/ejoc.200600827

upstream raw materials:

1,3-dibromo-propane

2,2-diethyl-N¹,N³-bis[(R)-2-hydroxy-1-(4-hydroxyphenyl)ethyl]malonamide

N₁,N₃-di{(1R)-1-[4-(benzyloxy)phenyl]-2-hydroxyethyl}-2,2-diethylmanonamide

Downstream raw materials:

N¹,N³-bis{(R)-1-[4-(3-bromopropoxy)phenyl]-2-chloroethyl}-2,2-dithylmalonamide

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