3-Butynoic acid, 4-(trimethylsilyl)-, ethyl ester

Base Information

• Chemical Name: 3-Butynoic acid, 4-(trimethylsilyl)-, ethyl ester
• CAS No.: 53059-24-8
• Molecular Formula: C9H16O2Si
• Molecular Weight: 184.31
• Mol file: 53059-24-8.mol

Synonyms:

Chemical Property of 3-Butynoic acid, 4-(trimethylsilyl)-, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Butynoic acid, 4-(trimethylsilyl)-, ethyl ester

There total 1 articles about 3-Butynoic acid, 4-(trimethylsilyl)-, ethyl 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:

trimetylsilylketene (4071-85-6) → ethyl 4-(trimethylsilyl)-3-butynoate (53059-24-8)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂

2: Et₃N / CCl₄

With triethylamine; In tetrachloromethane; dichloromethane;

DOI:10.1021/jo00938a041

Reference yield:

ethyl 4-(trimethylsilyl)-3-butynoate (53059-24-8) → ethyl 2-((9H-fluoren-9-yl)oxy)-2-((4-chlorophenyl)(phenylamino)methyl)-4-(trimethylsilyl)but-3-ynoate

Guidance literature:

Multi-step reaction with 2 steps

1: 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.17 h / 0 °C / Schlenk technique; Inert atmosphere

2: dirhodium tetraacetate; 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate / dichloromethane / 1.25 h / 0 °C / Schlenk technique; Molecular sieve; Inert atmosphere

With dirhodium tetraacetate; 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;

DOI:10.1021/acs.orglett.9b02139

Reference yield:

ethyl 4-(trimethylsilyl)-3-butynoate (53059-24-8) → ethyl (S)-2-((9H-fluoren-9-yl)oxy)-2-((S)-(4-chlorophenyl)(phenylamino)methyl)-4-(trimethylsilyl)but-3-ynoate + ethyl 2-((9H-fluoren-9-yl)oxy)-2-((4-chlorophenyl)(phenylamino)methyl)-4-(trimethylsilyl)but-3-ynoate

Guidance literature:

Multi-step reaction with 2 steps

1: 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.17 h / 0 °C / Schlenk technique; Inert atmosphere

2: dirhodium tetraacetate; (R)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate / dichloromethane / 1.25 h / 0 °C / Schlenk technique; Molecular sieve; Inert atmosphere

With (R)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; dirhodium tetraacetate; 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;

DOI:10.1021/acs.orglett.9b02139

upstream raw materials:

trimetylsilylketene