5-Hexynamide, 2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-N-methoxy-N-methyl-6-(trimethyl silyl)-

Base Information

• Chemical Name: 5-Hexynamide, 2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-N-methoxy-N-methyl-6-(trimethyl silyl)-
• CAS No.: 915975-82-5
• Molecular Formula: C27H39NO3Si2
• Molecular Weight: 481.783
• Mol file: 915975-82-5.mol

Synonyms:

Chemical Property of 5-Hexynamide, 2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-N-methoxy-N-methyl-6-(trimethyl silyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-Hexynamide, 2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-N-methoxy-N-methyl-6-(trimethyl silyl)-

There total 1 articles about 5-Hexynamide, 2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-N-methoxy-N-methyl-6-(trimethyl silyl)- 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: 80.0%

2-(tert-butyl-diphenyl-silanyloxy)-6-trimethylsilanyl-hex-5-ynoic acid ethyl ester + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → 2-(tert-butyldiphenylsilyloxy)-6-trimethylsilylhex-5-ynoic acid methoxy-methyl-amide (915975-82-5)

Guidance literature:

With isopropylmagnesium chloride; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/j.tet.2006.06.115

Reference yield:

2-(tert-butyldiphenylsilyloxy)-6-trimethylsilylhex-5-ynoic acid methoxy-methyl-amide (915975-82-5) + 5-[tert-butyldimethylsilyloxy]pent-1-yne (61362-77-4) → 11-(tert-butyldimethylsilyloxy)-5-(tert-butyldiphenylsilyloxy)-1-trimethylsilylundeca-1,7-diyn-6-one (915975-67-6)

Guidance literature:

5-[tert-butyldimethylsilyloxy]pent-1-yne; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -20 ℃; for 0.5h;

2-(tert-butyldiphenylsilyloxy)-6-trimethylsilylhex-5-ynoic acid methoxy-methyl-amide; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 2h;

DOI:10.1016/j.tet.2006.06.115

Reference yield:

2-(tert-butyldiphenylsilyloxy)-6-trimethylsilylhex-5-ynoic acid methoxy-methyl-amide (915975-82-5) → 11-(tert-butyldimethylsilyloxy)-5-(tert-butyldiphenylsilyloxy)-1-trimethylsilyl-undeca-1,7-diyn-6-ol (915975-83-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - -20 °C

1.2: tetrahydrofuran; hexane / 2 h / -78 - 0 °C

2.1: 772 mg / CeCl₃*7H₂O; NaBH₄ / methanol / -20 - 0 °C

With sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; In tetrahydrofuran; methanol; hexane; 2.1: Luche reduction;

DOI:10.1016/j.tet.2006.06.115

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

Downstream raw materials:

11-(tert-butyldimethylsilyloxy)-5-(tert-butyldiphenylsilyloxy)-1-trimethylsilylundeca-1,7-diyn-6-one

11-(tert-butyldimethylsilyloxy)-5-(tert-butyldiphenylsilyloxy)-1-trimethylsilyl-undeca-1,7-diyn-6-ol