phenylmethyl 2-trimethylsilylethynyl-1(2H)-pyridinecarboxylate

Base Information

• Chemical Name: phenylmethyl 2-trimethylsilylethynyl-1(2H)-pyridinecarboxylate
• CAS No.: 214899-39-5
• Molecular Formula: C₁₈H₂₁NO₂Si
• Molecular Weight: 311.456
• Mol file: 214899-39-5.mol

Synonyms:phenylmethyl 2-trimethylsilylethynyl-1(2H)-pyridinecarboxylate

Chemical Property of phenylmethyl 2-trimethylsilylethynyl-1(2H)-pyridinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of phenylmethyl 2-trimethylsilylethynyl-1(2H)-pyridinecarboxylate

There total 2 articles about phenylmethyl 2-trimethylsilylethynyl-1(2H)-pyridinecarboxylate 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: 95.0%

pyridine (110-86-1) + (trimethylsilyl)ethynylmagnesium bromide (61210-52-4) + benzyl chloroformate (501-53-1,94274-21-2) → phenylmethyl 2-trimethylsilylethynyl-1(2H)-pyridinecarboxylate (214899-39-5)

Guidance literature:

at 0 ℃; for 2h;

DOI:10.1016/S0040-4039(98)01470-1

Reference yield:

trimethylsilylacetylene (1066-54-2) → phenylmethyl 2-trimethylsilylethynyl-1(2H)-pyridinecarboxylate (214899-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran; diethyl ether / 0 °C

2: 95 percent / diethyl ether; tetrahydrofuran / 2 h / 0 °C

In tetrahydrofuran; diethyl ether; 1: Substitution / 2: Addition;

DOI:10.1021/ja000647j

Reference yield: 97.0%

phenylmethyl 2-trimethylsilylethynyl-1(2H)-pyridinecarboxylate (214899-39-5) → phenylmethyl 2-ethynyl-1(2H)-pyridinecarboxylate (86139-03-9)

Guidance literature:

With potassium carbonate; In methanol; at 25 ℃; for 0.333333h;

DOI:10.1016/S0040-4039(98)01470-1

upstream raw materials:

pyridine

(trimethylsilyl)ethynylmagnesium bromide

benzyl chloroformate

trimethylsilylacetylene

Downstream raw materials:

phenylmethyl 2-ethynyl-1(2H)-pyridinecarboxylate

6-[1-oxo-3-[2-N-[[[(phenylmethoxy)carbonyl]amino][(phenylmethoxy)carbonylimino]methyl]piperidinyl]propyl]-2,4-dimethoxypyrimidine

6-[2-bromo-1-oxo-3-[2-N-[[(phenylmethoxy)carbonyl]amino][(phenylmethoxy)carbonylimino]methyl]piperidinyl]-2,4-dimethoxypyrimidine

phenylmethyl 2-[3-hydroxy-3-[4,6-dimethoxy-2-pyrimidinyl]-1-propynyl]-1(2H)-pyridinecarboxylate