(3S)-4-(tert-butyldiphenylsilyloxy)-3-methyl-1-bromo-1-butyne

Base Information

• Chemical Name: (3S)-4-(tert-butyldiphenylsilyloxy)-3-methyl-1-bromo-1-butyne
• CAS No.: 1000600-57-6
• Molecular Formula: C₂₁H₂₅BrOSi
• Molecular Weight: 401.418
• Mol file: 1000600-57-6.mol

Synonyms:(3S)-4-(tert-butyldiphenylsilyloxy)-3-methyl-1-bromo-1-butyne

Chemical Property of (3S)-4-(tert-butyldiphenylsilyloxy)-3-methyl-1-bromo-1-butyne

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-4-(tert-butyldiphenylsilyloxy)-3-methyl-1-bromo-1-butyne

There total 1 articles about (3S)-4-(tert-butyldiphenylsilyloxy)-3-methyl-1-bromo-1-butyne 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: 91.0%

(S)-tert-butyl(4,4-dibromo-2-methylbut-3-en-1-yloxy)diphenylsilane (226079-85-2) → (3S)-4-(tert-butyldiphenylsilyloxy)-3-methyl-1-bromo-1-butyne (1000600-57-6)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 - 0 ℃;

DOI:10.1021/ja0772039

Reference yield: 93.0%

(3S)-4-(tert-butyldiphenylsilyloxy)-3-methyl-1-bromo-1-butyne (1000600-57-6) + diethylzinc (557-20-0) → (3Z,5S)-6-(tert-butyldiphenylsilyloxy)-3-iodo-5-methyl-3-pentene (1000600-59-8)

Guidance literature:

(3S)-4-(tert-butyldiphenylsilyloxy)-3-methyl-1-bromo-1-butyne; With Diethylborane; In hexane; toluene; at -78 - 0 ℃; for 0.5h;

diethylzinc; In hexane; toluene; at -78 - 0 ℃;

With iodine; In tetrahydrofuran; hexane; toluene; at -78 - 0 ℃; for 1h; Further stages.;

DOI:10.1021/ja0772039

Reference yield: 87.0%

iodobenzene (591-50-4) + (3S)-4-(tert-butyldiphenylsilyloxy)-3-methyl-1-bromo-1-butyne (1000600-57-6) + diethylzinc (557-20-0) → C29H36OSi (1000600-70-3)

Guidance literature:

(3S)-4-(tert-butyldiphenylsilyloxy)-3-methyl-1-bromo-1-butyne; With Diethylborane; In toluene; at 0 - 23 ℃; for 0.5h;

diethylzinc; In hexane; toluene; at -78 - 0 ℃; for 0.583333h;

iodobenzene; dichloro[bis(2-(diphenylphosphino)phenyl)ether]palladium(ll); In tetrahydrofuran; N,N-dimethyl-formamide; toluene; at 23 ℃; for 4h; Further stages.;

DOI:10.1021/ja0772039

upstream raw materials:

(S)-tert-butyl(4,4-dibromo-2-methylbut-3-en-1-yloxy)diphenylsilane

Downstream raw materials:

C₂₉H₃₆OSi

C₃₀H₄₄OSi

(2Z,4S)-5-(tert-butyldiphenylsilyloxy)-2-iodo-4-methyl-2-pentene

C₂₅H₃₄OSi