(+/-)-trans-4-tert-butyldiphenylsilyloxy[1,1-2H₂]-2-butenol

Base Information

• Chemical Name: (+/-)-trans-4-tert-butyldiphenylsilyloxy[1,1-2H₂]-2-butenol
• CAS No.: 260445-15-6
• Molecular Formula: C₂₀H₂₆O₂Si
• Molecular Weight: 328.495
• Mol file: 260445-15-6.mol

Synonyms:(+/-)-trans-4-tert-butyldiphenylsilyloxy[1,1-2H₂]-2-butenol

Chemical Property of (+/-)-trans-4-tert-butyldiphenylsilyloxy[1,1-2H₂]-2-butenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-trans-4-tert-butyldiphenylsilyloxy[1,1-2H₂]-2-butenol

There total 2 articles about (+/-)-trans-4-tert-butyldiphenylsilyloxy[1,1-2H₂]-2-butenol 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: 73.0%

(+/-)-ethyl trans-4-(tert-butyldiphenylsilyloxy)-2-butenoate (260445-02-1) → (+/-)-trans-4-tert-butyldiphenylsilyloxy[1,1-2H2]-2-butenol (260445-15-6)

Guidance literature:

With L(AlD(OMe)3); In tetrahydrofuran; at 0 ℃; for 0.166667h;

DOI:10.1021/ja993239s

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (+/-)-trans-4-tert-butyldiphenylsilyloxy[1,1-2H2]-2-butenol (260445-15-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: BH₃ / tetrahydrofuran / 12 h / 20 °C

1.2: 30 percent / imidazole / dimethylformamide / 3 h / 20 °C

2.1: 73 percent / LiAl(OMe)3D / tetrahydrofuran / 0.17 h / 0 °C

With L(AlD(OMe)3); borane; In tetrahydrofuran; 1.1: Reduction / 1.2: silylation / 2.1: Reduction;

DOI:10.1021/ja993239s

Reference yield:

phenyl selenocyanate (2179-79-5) + (+/-)-trans-4-tert-butyldiphenylsilyloxy[1,1-2H2]-2-butenol (260445-15-6) → C26H28(2)H2OSeSi

Guidance literature:

With tributylphosphine; In tetrahydrofuran;

DOI:10.1021/ja993239s

upstream raw materials:

(+/-)-ethyl trans-4-(tert-butyldiphenylsilyloxy)-2-butenoate

tert-butylchlorodiphenylsilane