(+/-)-tert-butyl 1-(tert-butyldiphenylsilyloxy)but-3-en-2-yl carbonate

Base Information

• Chemical Name: (+/-)-tert-butyl 1-(tert-butyldiphenylsilyloxy)but-3-en-2-yl carbonate
• CAS No.: 1332506-63-4
• Molecular Formula: C₂₅H₃₄O₄Si
• Molecular Weight: 426.628
• Mol file: 1332506-63-4.mol

Synonyms:(+/-)-tert-butyl 1-(tert-butyldiphenylsilyloxy)but-3-en-2-yl carbonate

Chemical Property of (+/-)-tert-butyl 1-(tert-butyldiphenylsilyloxy)but-3-en-2-yl carbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-tert-butyl 1-(tert-butyldiphenylsilyloxy)but-3-en-2-yl carbonate

There total 2 articles about (+/-)-tert-butyl 1-(tert-butyldiphenylsilyloxy)but-3-en-2-yl carbonate 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: 94.0%

di-tert-butyl dicarbonate (24424-99-5) + (+/-)-1-(tert-butyldiphenylsilyloxy)-2-hydroxy-3-butene (177032-63-2) → (+/-)-tert-butyl 1-(tert-butyldiphenylsilyloxy)but-3-en-2-yl carbonate (1332506-63-4)

Guidance literature:

(+/-)-1-(tert-butyldiphenylsilyloxy)-2-hydroxy-3-butene; With n-butyllithium; In tetrahydrofuran; pentane; at 0 ℃; for 0.333333h; Inert atmosphere;

di-tert-butyl dicarbonate; In tetrahydrofuran; pentane; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo201110z

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (+/-)-tert-butyl 1-(tert-butyldiphenylsilyloxy)but-3-en-2-yl carbonate (1332506-63-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap; triethylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; pentane / 0.33 h / 0 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

With dmap; n-butyllithium; triethylamine; In tetrahydrofuran; pentane;

DOI:10.1021/jo201110z

upstream raw materials:

di-tert-butyl dicarbonate

(+/-)-1-(tert-butyldiphenylsilyloxy)-2-hydroxy-3-butene

tert-butylchlorodiphenylsilane