(S,S)-N,N'-bis(2-hydroxy-1-phenylethyl)-2-(4-bromobenzylidene)malonamide

Base Information

• Chemical Name: (S,S)-N,N'-bis(2-hydroxy-1-phenylethyl)-2-(4-bromobenzylidene)malonamide
• CAS No.: 1374335-02-0
• Molecular Formula: C₂₆H₂₅BrN₂O₄
• Molecular Weight: 509.399

Synonyms:(S,S)-N,N'-bis(2-hydroxy-1-phenylethyl)-2-(4-bromobenzylidene)malonamide

Chemical Property of (S,S)-N,N'-bis(2-hydroxy-1-phenylethyl)-2-(4-bromobenzylidene)malonamide

Chemical Property:

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Technology Process of (S,S)-N,N'-bis(2-hydroxy-1-phenylethyl)-2-(4-bromobenzylidene)malonamide

There total 3 articles about (S,S)-N,N'-bis(2-hydroxy-1-phenylethyl)-2-(4-bromobenzylidene)malonamide 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:

4-bromobenzylidenemalonyl chloride (1374335-01-9) + (2S)-2-phenylglycinol (20989-17-7) → (S,S)-N,N'-bis(2-hydroxy-1-phenylethyl)-2-(4-bromobenzylidene)malonamide (1374335-02-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 25 ℃; for 2.5h;

DOI:10.1002/ejoc.201100781

Reference yield:

2-(4-bromobenzylidene)malonic acid (52927-42-1) → (S,S)-N,N'-bis(2-hydroxy-1-phenylethyl)-2-(4-bromobenzylidene)malonamide (1374335-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 25 °C

2: triethylamine / dichloromethane / 2.5 h / 0 - 25 °C

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1002/ejoc.201100781

Reference yield:

4-bromo-benzaldehyde (1122-91-4) → (S,S)-N,N'-bis(2-hydroxy-1-phenylethyl)-2-(4-bromobenzylidene)malonamide (1374335-02-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 24 h / 80 °C

2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 25 °C

3: triethylamine / dichloromethane / 2.5 h / 0 - 25 °C

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1002/ejoc.201100781

upstream raw materials:

4-bromobenzylidenemalonyl chloride

(2S)-2-phenylglycinol

2-(4-bromobenzylidene)malonic acid

4-bromo-benzaldehyde

Downstream raw materials:

2-(4-bromophenyl)-1,1-bis[(S)-4,5-dihydro-4-phenyloxazolin-2-yl]ethane

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