(E)-4-(phenylsulfonyl)-3-butenyl 2-acetoxy-3-<(trimethylsilyl)methyl>-3-butenoate

Base Information

• Chemical Name: (E)-4-(phenylsulfonyl)-3-butenyl 2-acetoxy-3-<(trimethylsilyl)methyl>-3-butenoate
• CAS No.: 135619-60-2
• Molecular Formula: C₂₀H₂₈O₆SSi
• Molecular Weight: 424.59

Synonyms:(E)-4-(phenylsulfonyl)-3-butenyl 2-acetoxy-3-<(trimethylsilyl)methyl>-3-butenoate

Chemical Property of (E)-4-(phenylsulfonyl)-3-butenyl 2-acetoxy-3-<(trimethylsilyl)methyl>-3-butenoate

Chemical Property:

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Technology Process of (E)-4-(phenylsulfonyl)-3-butenyl 2-acetoxy-3-<(trimethylsilyl)methyl>-3-butenoate

There total 3 articles about (E)-4-(phenylsulfonyl)-3-butenyl 2-acetoxy-3-<(trimethylsilyl)methyl>-3-butenoate 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: 54.0%

(E)-1-(phenylsulfonyl)-1-buten-4-ol (135619-57-7) + 2-acetoxy-3-<(trimethylsilyl)methyl>-3-butenoic acid (135619-59-9) → (E)-4-(phenylsulfonyl)-3-butenyl 2-acetoxy-3-<(trimethylsilyl)methyl>-3-butenoate (135619-60-2)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/ja00019a037

Reference yield:

1,1,1-Tris-phenylsulfanyl-3-trimethylsilanylmethyl-but-3-en-2-ol (135619-36-2) → (E)-4-(phenylsulfonyl)-3-butenyl 2-acetoxy-3-<(trimethylsilyl)methyl>-3-butenoate (135619-60-2)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine, DMAP / 48 h / Ambient temperature

2: 54 percent / CF₃COOAg, H₂O / acetonitrile / 24 h / Heating

3: 54 percent / DMAP, N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; dmap; water; silver trifluoroacetate; dicyclohexyl-carbodiimide; In dichloromethane; acetonitrile;

DOI:10.1021/ja00019a037

Reference yield:

1,1,1-tris(phenylthio)-2-acetoxy-3-<(trimethylsilyl)methyl>-3-butene (135619-38-4) → (E)-4-(phenylsulfonyl)-3-butenyl 2-acetoxy-3-<(trimethylsilyl)methyl>-3-butenoate (135619-60-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / CF₃COOAg, H₂O / acetonitrile / 24 h / Heating

2: 54 percent / DMAP, N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 2 h / Ambient temperature

With dmap; water; silver trifluoroacetate; dicyclohexyl-carbodiimide; In dichloromethane; acetonitrile;

DOI:10.1021/ja00019a037

upstream raw materials:

(E)-1-(phenylsulfonyl)-1-buten-4-ol

2-acetoxy-3-<(trimethylsilyl)methyl>-3-butenoic acid

1,1,1-Tris-phenylsulfanyl-3-trimethylsilanylmethyl-but-3-en-2-ol

1,1,1-tris(phenylthio)-2-acetoxy-3-<(trimethylsilyl)methyl>-3-butene

Downstream raw materials:

(6R^*,7R^*)-9-methyl-7-(phenylsulfonyl)-3-oxa-2-oxobicyclo<4.3.0>non-1-ene

(1S^*,6R^*,7R^*)-9-methylene-7-(phenylsulfonyl)-3-oxa-2-oxobicyclo<4.3.0>nonane

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