(Z)-3S-acetyloxy-1-<4-(dimethylphenylsilyl)-3-butenyl>-2,5-pyrrolidinedione

Base Information

• Chemical Name: (Z)-3S-acetyloxy-1-<4-(dimethylphenylsilyl)-3-butenyl>-2,5-pyrrolidinedione
• CAS No.: 122888-54-4
• Molecular Formula: C₁₈H₂₃NO₄Si
• Molecular Weight: 345.47
• Mol file: 122888-54-4.mol

Synonyms:(Z)-3S-acetyloxy-1-<4-(dimethylphenylsilyl)-3-butenyl>-2,5-pyrrolidinedione

Chemical Property of (Z)-3S-acetyloxy-1-<4-(dimethylphenylsilyl)-3-butenyl>-2,5-pyrrolidinedione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-3S-acetyloxy-1-<4-(dimethylphenylsilyl)-3-butenyl>-2,5-pyrrolidinedione

There total 3 articles about (Z)-3S-acetyloxy-1-<4-(dimethylphenylsilyl)-3-butenyl>-2,5-pyrrolidinedione 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: 96.0%

(3S)-acetoxy-2,5-pyrrolidinedione (85319-59-1,191592-48-0) + (Z)-4-(dimethyl(phenyl)silyl)but-3-en-1-ol (122888-53-3) → (Z)-3S-acetyloxy-1-<4-(dimethylphenylsilyl)-3-butenyl>-2,5-pyrrolidinedione (122888-54-4)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 5h;

DOI:10.1016/S0040-4020(01)86072-5

Reference yield:

dimethyl(phenyl)(4-((tetrahydro-2H-pyran-2-yl)oxy)but-1-yn-1-yl)-silane (122888-52-2) → (Z)-3S-acetyloxy-1-<4-(dimethylphenylsilyl)-3-butenyl>-2,5-pyrrolidinedione (122888-54-4)

Guidance literature:

Multi-step reaction with 2 steps

2: 96 percent / triphenylphosphine, diethyl azodicarboxilate / tetrahydrofuran / 5 h

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1016/S0040-4020(01)86072-5

Reference yield:

phenyldimethylsilyl chloride (768-33-2) → (Z)-3S-acetyloxy-1-<4-(dimethylphenylsilyl)-3-butenyl>-2,5-pyrrolidinedione (122888-54-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) n-buthyllithium / 1) THF, 4.5 h, 30 min.; 2) THF, 4 h

3: 96 percent / triphenylphosphine, diethyl azodicarboxilate / tetrahydrofuran / 5 h

With n-butyllithium; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1016/S0040-4020(01)86072-5

upstream raw materials:

(3S)-acetoxy-2,5-pyrrolidinedione

(Z)-4-(dimethyl(phenyl)silyl)but-3-en-1-ol

dimethyl(phenyl)(4-((tetrahydro-2H-pyran-2-yl)oxy)but-1-yn-1-yl)-silane

phenyldimethylsilyl chloride

Downstream raw materials:

(Z)-(4S,5RS)-acetyloxy-1-<4-(dimethylphenylsilyl)-3-butenyl>-5-phenylthio-2-pyrrolidinone

(E)-3S-1-acetyloxy-1-<4-(dimethylphenylsilyl)-3-butenyl>-2,5-pyrrolidinedione

(Z)-(4S,5RS)-4,5-diacetyloxy-1-<4-(dimethylphenylsilyl)-3-butenyl>-2-pyirrolidinone