(3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl)phenylselenylacetaldehyde

Base Information

• Chemical Name: (3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl)phenylselenylacetaldehyde
• CAS No.: 854139-74-5
• Molecular Formula: C₁₅H₁₇NO₄SSe
• Molecular Weight: 386.33
• Mol file: 854139-74-5.mol

Synonyms:(3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl)phenylselenylacetaldehyde

Chemical Property of (3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl)phenylselenylacetaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl)phenylselenylacetaldehyde

There total 9 articles about (3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl)phenylselenylacetaldehyde 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: 32.0%

3,3-dimethyl-4,4-dioxo-2-[2-(triisopropylsilanyloxy)vinyl]-4-thia-1-azabicyclo[3.2.0]heptan-7-one (854139-73-4) + Phenylselenyl chloride (5707-04-0) → (3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl)phenylselenylacetaldehyde (854139-74-5)

Guidance literature:

In tetrahydrofuran; dichloromethane; at 40 ℃; for 0.666667h;

DOI:10.1021/jo050004s

Reference yield:

(3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl)acetaldehyde (854139-72-3) → (3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl)phenylselenylacetaldehyde (854139-74-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / Et₃N / CH₂Cl₂ / 0.67 h / 0 °C

2: 32 percent / CH₂Cl₂; tetrahydrofuran / 0.67 h / 40 °C

With triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo050004s

Reference yield:

2-(2'-hydroxyethyl)-3,3-dimethyl-4,4-dioxo-4-thia-1-azabicyclo[3.2.0]heptan-7-one (854139-71-2) → (3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl)phenylselenylacetaldehyde (854139-74-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 3 h

2: 91 percent / Et₃N / CH₂Cl₂ / 0.67 h / 0 °C

3: 32 percent / CH₂Cl₂; tetrahydrofuran / 0.67 h / 40 °C

With sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo050004s

upstream raw materials:

3,3-dimethyl-4,4-dioxo-2-[2-(triisopropylsilanyloxy)vinyl]-4-thia-1-azabicyclo[3.2.0]heptan-7-one

Phenylselenyl chloride

(3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl)acetaldehyde

2-(2'-hydroxyethyl)-3,3-dimethyl-4,4-dioxo-4-thia-1-azabicyclo[3.2.0]heptan-7-one

Downstream raw materials:

2-[[1,3]dioxolan-2-yl(phenylselenyl)methyl]-3,3-dimethyl-4,4-dioxo-4-thia-1-azabicyclo[3.2.0]heptan-7-one