2-Diazo-malonic acid ethyl ester (Z)-(S)-4-phenylsulfanyl-1-propyl-but-2-enyl ester

Base Information

• Chemical Name: 2-Diazo-malonic acid ethyl ester (Z)-(S)-4-phenylsulfanyl-1-propyl-but-2-enyl ester
• CAS No.: 122663-85-8
• Molecular Formula: C₁₈H₂₂N₂O₄S
• Molecular Weight: 362.45
• Mol file: 122663-85-8.mol

Synonyms:2-Diazo-malonic acid ethyl ester (Z)-(S)-4-phenylsulfanyl-1-propyl-but-2-enyl ester

Chemical Property of 2-Diazo-malonic acid ethyl ester (Z)-(S)-4-phenylsulfanyl-1-propyl-but-2-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 2-Diazo-malonic acid ethyl ester (Z)-(S)-4-phenylsulfanyl-1-propyl-but-2-enyl ester

There total 5 articles about 2-Diazo-malonic acid ethyl ester (Z)-(S)-4-phenylsulfanyl-1-propyl-but-2-enyl ester 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: 98.0%

Malonic acid ethyl ester (Z)-4-phenylsulfanyl-1-propyl-but-2-enyl ester (122663-97-2) → 2-Diazo-malonic acid ethyl ester (Z)-(S)-4-phenylsulfanyl-1-propyl-but-2-enyl ester (122663-85-8)

Guidance literature:

With toluenesulfonyl azide; triethylamine; In acetonitrile; at 45 ℃; for 48h;

DOI:10.1016/S0040-4020(01)85601-5

Reference yield:

phenyl propargyl sulfide (5651-88-7) → 2-Diazo-malonic acid ethyl ester (Z)-(S)-4-phenylsulfanyl-1-propyl-but-2-enyl ester (122663-85-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) ethylmagnesium bromide / 2.) THF, 0 deg C

2: 96 percent / pyridine / tetrahydrofuran / 3 h / 0 °C

3: 83 percent / H₂ / 5percent Pd-BaSO₄ / methanol

4: 96 percent / p-toluenesulfonyl azide, triethylamine / acetonitrile / 40 h / 45 °C

With pyridine; 4-toluenesulfonyl azide; ethylmagnesium bromide; hydrogen; triethylamine; palladium on barium sulfate; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1016/S0040-4039(00)99523-6

Reference yield:

Malonic acid ethyl ester 4-phenylsulfanyl-1-propyl-but-2-ynyl ester (122663-93-8) → 2-Diazo-malonic acid ethyl ester (Z)-(S)-4-phenylsulfanyl-1-propyl-but-2-enyl ester (122663-85-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / H₂ / 5percent Pd-BaSO₄ / methanol

2: 96 percent / p-toluenesulfonyl azide, triethylamine / acetonitrile / 40 h / 45 °C

With 4-toluenesulfonyl azide; hydrogen; triethylamine; palladium on barium sulfate; In methanol; acetonitrile;

DOI:10.1016/S0040-4039(00)99523-6

upstream raw materials:

Malonic acid ethyl ester (Z)-4-phenylsulfanyl-1-propyl-but-2-enyl ester

phenyl propargyl sulfide

1-(phenylthio)hept-2-yn-4-ol

Malonic acid ethyl ester 4-phenylsulfanyl-1-propyl-but-2-ynyl ester

Downstream raw materials:

(3S,4R,5R)-2-Oxo-3-phenylsulfanyl-5-propyl-4-vinyl-tetrahydro-furan-3-carboxylic acid ethyl ester