(S)-(-)-1-(3'-fluorophenyl)prop-2-en-1-yl tert-butyl carbonate

Base Information

• Chemical Name: (S)-(-)-1-(3'-fluorophenyl)prop-2-en-1-yl tert-butyl carbonate
• CAS No.: 1073277-42-5
• Molecular Formula: C₁₄H₁₇FO₃
• Molecular Weight: 252.286
• Mol file: 1073277-42-5.mol

Synonyms:(S)-(-)-1-(3'-fluorophenyl)prop-2-en-1-yl tert-butyl carbonate

Chemical Property of (S)-(-)-1-(3'-fluorophenyl)prop-2-en-1-yl tert-butyl carbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(-)-1-(3'-fluorophenyl)prop-2-en-1-yl tert-butyl carbonate

There total 1 articles about (S)-(-)-1-(3'-fluorophenyl)prop-2-en-1-yl tert-butyl 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: 97.0%

(S)-1-(3'-fluorophenyl)prop-2-en-1-ol (915939-73-0) + di-tert-butyl dicarbonate (24424-99-5) → (S)-(-)-1-(3'-fluorophenyl)prop-2-en-1-yl tert-butyl carbonate (1073277-42-5)

Guidance literature:

(S)-1-(3'-fluorophenyl)prop-2-en-1-ol; With n-butyllithium; In tetrahydrofuran; pentane; at 0 ℃; for 0.166667h;

di-tert-butyl dicarbonate; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1021/jo801874r

Reference yield: 78.0%

(S)-(-)-1-(3'-fluorophenyl)prop-2-en-1-yl tert-butyl carbonate (1073277-42-5) + (S)-1-(tert-butyl-dimethyl-silanyloxy)-but-3-en-2-ol → (2S,1'S)-tert-butyl(dimethyl)(2-(1'-(3''-fluorophenyl)allyloxy)-but-3-enyloxy)silane (1332506-73-6)

Guidance literature:

(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-3-en-2-ol; With n-butyllithium; In tetrahydrofuran; pentane; at 0 ℃; for 0.25h; Inert atmosphere;

With copper(l) iodide; In tetrahydrofuran; pentane; at 20 ℃; for 0.5h; Inert atmosphere;

(S)-(-)-1-(3'-fluorophenyl)prop-2-en-1-yl tert-butyl carbonate; With bis(1,5-cyclooctadiene)diiridium(I) dichloride; In tetrahydrofuran; pentane; at 0 - 20 ℃; for 16h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo201110z

Reference yield: 73.0%

(S)-(-)-1-(3'-fluorophenyl)prop-2-en-1-yl tert-butyl carbonate (1073277-42-5) + (R)-1-(tert-butyldimethylsilyloxy)but-3-en-2-ol (119125-28-9,136917-96-9,136984-28-6) → (2R,1'S)-tert-butyl(dimethyl)(2-(1'-(3''-fluorophenyl)allyloxy)-but-3-enyloxy)silane (1332506-77-0)

Guidance literature:

(R)-1-(tert-butyldimethylsilyloxy)but-3-en-2-ol; With n-butyllithium; In tetrahydrofuran; pentane; at 0 ℃; for 0.25h; Inert atmosphere;

With copper(l) iodide; In tetrahydrofuran; pentane; at 20 ℃; for 0.5h; Inert atmosphere;

(S)-(-)-1-(3'-fluorophenyl)prop-2-en-1-yl tert-butyl carbonate; With bis(1,5-cyclooctadiene)diiridium(I) dichloride; In tetrahydrofuran; pentane; at 0 - 20 ℃; for 16h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo201110z

upstream raw materials:

(S)-1-(3'-fluorophenyl)prop-2-en-1-ol

di-tert-butyl dicarbonate

Downstream raw materials:

(2R,1'S)-tert-butyl(dimethyl)(2-(1'-(3''-fluorophenyl)allyloxy)-but-3-enyloxy)silane

(2S,1'S)-tert-butyl(dimethyl)(2-(1'-(3''-fluorophenyl)allyloxy)-but-3-enyloxy)silane