diphenylmethyl 2-amino-N-acetyl-4-(trimethylsilyl)-3-butynoate

Base Information

• Chemical Name: diphenylmethyl 2-amino-N-acetyl-4-(trimethylsilyl)-3-butynoate
• CAS No.: 127357-61-3
• Molecular Formula: C₂₂H₂₅NO₃Si
• Molecular Weight: 379.531
• Mol file: 127357-61-3.mol

Synonyms:diphenylmethyl 2-amino-N-acetyl-4-(trimethylsilyl)-3-butynoate

Chemical Property of diphenylmethyl 2-amino-N-acetyl-4-(trimethylsilyl)-3-butynoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diphenylmethyl 2-amino-N-acetyl-4-(trimethylsilyl)-3-butynoate

There total 4 articles about diphenylmethyl 2-amino-N-acetyl-4-(trimethylsilyl)-3-butynoate 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: 63.0%

diphenylmethyl N-acetyl-α-chloroglycinate (127357-60-2) + (trimethylsilylethynyl)tributyltin (81353-38-0) → diphenylmethyl 2-amino-N-acetyl-4-(trimethylsilyl)-3-butynoate (127357-61-3)

Guidance literature:

With zinc(II) chloride; In tetrahydrofuran; tetrachloromethane; for 0.5h; Heating;

DOI:10.1039/P19900000171

Reference yield: 63.0%

diphenylmethyl N-acetyl-α-chloroglycinate (127357-60-2) + trimethyl(trimethylstannanylethynyl)silane (16035-50-0) → diphenylmethyl 2-amino-N-acetyl-4-(trimethylsilyl)-3-butynoate (127357-61-3)

Guidance literature:

With zinc(II) chloride; In tetrahydrofuran; tetrachloromethane; for 0.5h; Heating;

DOI:10.1021/jo00302a034

Reference yield:

diphenylmethyl N-acetyl-α-hydroxyglycinate (127357-59-9) → diphenylmethyl 2-amino-N-acetyl-4-(trimethylsilyl)-3-butynoate (127357-61-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / thionyl chloride / CH₂Cl₂ / Heating

2: 63 percent / zinc chloride / CCl₄; tetrahydrofuran / 0.5 h / Heating

With thionyl chloride; zinc(II) chloride; In tetrahydrofuran; tetrachloromethane; dichloromethane;

DOI:10.1021/jo00302a034

upstream raw materials:

diphenylmethyl N-acetyl-α-chloroglycinate

(trimethylsilylethynyl)tributyltin

trimethyl(trimethylstannanylethynyl)silane

diphenylmethyl N-acetyl-α-hydroxyglycinate

Downstream raw materials:

(+/-)-N-Acetyl Ethynylglycine

(+/-)-N-Acetyl Ethynylglycine Benzhydryl Ester