tert-Butyl-((E)-4-isocyano-3-methyl-1-phenyl-but-1-enyloxy)-dimethyl-silane

Base Information

• Chemical Name: tert-Butyl-((E)-4-isocyano-3-methyl-1-phenyl-but-1-enyloxy)-dimethyl-silane
• CAS No.: 106251-88-1
• Molecular Formula: C₁₈H₂₇NOSi
• Molecular Weight: 301.504
• Mol file: 106251-88-1.mol

Synonyms:tert-Butyl-((E)-4-isocyano-3-methyl-1-phenyl-but-1-enyloxy)-dimethyl-silane

Chemical Property of tert-Butyl-((E)-4-isocyano-3-methyl-1-phenyl-but-1-enyloxy)-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-((E)-4-isocyano-3-methyl-1-phenyl-but-1-enyloxy)-dimethyl-silane

There total 2 articles about tert-Butyl-((E)-4-isocyano-3-methyl-1-phenyl-but-1-enyloxy)-dimethyl-silane 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:

(E)-1-phenyl-2-buten-1-one (35660-91-4,35845-66-0,495-41-0) + isocyanomethyllithium (33742-77-7) + tert-butyldimethylsilyl chloride (18162-48-6) → tert-Butyl-((E)-4-isocyano-3-methyl-1-phenyl-but-1-enyloxy)-dimethyl-silane (106251-88-1)

Guidance literature:

Multistep reaction; 1) THF, HMPA, -78 deg C, 2) THF, HMPA, -78 deg C to 25 deg C;

DOI:10.1021/ja00236a052

Reference yield:

methyl isocyanate (593-75-9,685498-28-6) + (E)-1-phenyl-2-buten-1-one (35660-91-4,35845-66-0,495-41-0) + tert-butyldimethylsilyl chloride (18162-48-6) → (E)/(Z)-1-isocyano-2-methyl-4-phenyl-(t-butyldimethylsilyloxy)but-3-ene (106251-88-1)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1055/s-1987-27957

Reference yield:

tert-Butyl-((E)-4-isocyano-3-methyl-1-phenyl-but-1-enyloxy)-dimethyl-silane (106251-88-1) → 5-trimethylacetyl-4-benzoyl-3-methyl-3β,4α-dihydro-2H-pyrrole (106251-83-6,141890-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: AgBF₄ / CH₂Cl₂; 1,2-dichloro-ethane / -78 °C

With pyridine; silver tetrafluoroborate; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/ja00236a052

upstream raw materials:

methyl isocyanate

(E)-1-phenyl-2-buten-1-one

tert-butyldimethylsilyl chloride

isocyanomethyllithium

Downstream raw materials:

5-trimethylacetyl-4-benzoyl-3-methyl-3β,4α-dihydro-2H-pyrrole