C₁₃H₁₆O₃Se

Base Information

• Chemical Name: C₁₃H₁₆O₃Se
• CAS No.: 1265628-03-2
• Molecular Formula: C₁₃H₁₆O₃Se
• Molecular Weight: 299.228
• Mol file: 1265628-03-2.mol

Synonyms:C₁₃H₁₆O₃Se

Chemical Property of C₁₃H₁₆O₃Se

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of C₁₃H₁₆O₃Se

There total 2 articles about C₁₃H₁₆O₃Se 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%

ethyl (5-(tert-butyldimethylsilanyloxy)-4-phenylselanyl)-(E)-pent-2-enoate (1265627-80-2) → C13H16O3Se (1265628-03-2)

Guidance literature:

With pyridinium p-toluenesulfonate; In ethanol; at 55 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ol1030926

Reference yield:

N-phenylselanylphthalimide (71098-88-9) → C13H16O3Se (1265628-03-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; 4-nitro-benzoic acid / toluene / 16 h / 0 °C / Inert atmosphere

1.2: -70 - 0 °C / Inert atmosphere

2.1: pyridinium p-toluenesulfonate / ethanol / 18 h / 55 °C / Inert atmosphere

With (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; pyridinium p-toluenesulfonate; 4-nitro-benzoic acid; In ethanol; toluene; 1.2: Horner-Wadsworth-Emmons olefination;

DOI:10.1021/ol1030926

Reference yield: 63.0%

O-benzyl carbamate (621-84-1) + C13H16O3Se (1265628-03-2) → ethyl 2-benzyloxycarbonylamino-5-hydroxy-(E)-pent-3-enoate (1265627-94-8)

Guidance literature:

O-benzyl carbamate; C₁₃H₁₆O₃Se; With toluene-4-sulfonic acid; trimethyl orthoformate; In methanol; at 20 ℃; for 0.5h; Inert atmosphere;

With N-chloro-succinimide; N-ethyl-N,N-diisopropylamine; In methanol; for 0.0833333h; optical yield given as %ee;

DOI:10.1021/ol1030926

upstream raw materials:

ethyl (5-(tert-butyldimethylsilanyloxy)-4-phenylselanyl)-(E)-pent-2-enoate

N-phenylselanylphthalimide

Downstream raw materials:

ethyl 2-benzyloxycarbonylamino-5-hydroxy-(E)-pent-3-enoate