(3S,4S)-4-acetoxy-3-phenylacetamido-1-tert-butyldi methylsilyl-azetidin-2-one

Base Information

Chemical Name:(3S,4S)-4-acetoxy-3-phenylacetamido-1-tert-butyldi methylsilyl-azetidin-2-one
CAS No.:83873-54-5
Molecular Formula:C₁₉H₂₈N₂O₄Si
Molecular Weight:376.528
Hs Code.:

Synonyms:(3S,4S)-4-acetoxy-3-phenylacetamido-1-tert-butyldi methylsilyl-azetidin-2-one

Suppliers and Price of (3S,4S)-4-acetoxy-3-phenylacetamido-1-tert-butyldi methylsilyl-azetidin-2-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3S,4S)-4-acetoxy-3-phenylacetamido-1-tert-butyldi methylsilyl-azetidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3S,4S)-4-acetoxy-3-phenylacetamido-1-tert-butyldi methylsilyl-azetidin-2-one

There total 7 articles about (3S,4S)-4-acetoxy-3-phenylacetamido-1-tert-butyldi methylsilyl-azetidin-2-one 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:

: 83873-53-4
(3S,4S)-4-acetoxy-3-amino-1-t-butyldimethylsilyl-2-oxoazetidine

: 103-80-0
phenylacetyl chloride

: 83873-54-5
(3S,4S)-4-acetoxy-3-phenylacetamido-1-tert-butyldi methylsilyl-azetidin-2-one

Guidance literature:: With triethylamine; In tetrahydrofuran;

Reference yield:

: 103-80-0
phenylacetyl chloride

: 83873-54-5
(3S,4S)-4-acetoxy-3-phenylacetamido-1-tert-butyldi methylsilyl-azetidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: Na₂CO₃ / acetone; H₂O / 20 °C

2.1: NaH / tetrahydrofuran / 0.17 h / 0 °C

2.2: 65 percent / tetrahydrofuran / 0.33 h / 20 °C

3.1: 59 percent / KMnO₄ / aq. phosphate buffer; acetone / pH 7.5

4.1: 63 percent / AcOOH; AcONa / 5 percent Ru/C / CH₂Cl₂ / 2 h / 20 °C

5.1: 98 percent / H₂ / 10 percent Pd/C / tetrahydrofuran

6.1: 4-dimethylaminopyridine / CH₂Cl₂ / 12 h / 20 °C

With peracetic acid; dmap; potassium permanganate; hydrogen; sodium acetate; sodium hydride; sodium carbonate; palladium on activated charcoal; Ru-carbon; In tetrahydrofuran; phosphate buffer; dichloromethane; water; acetone; 1.1: Acylation / 2.1: Metallation / 2.2: Acylation / 3.1: Oxidation / 4.1: Acetoxylation / 5.1: Hydrogenolysis / 6.1: Substitution;
DOI:10.1055/s-2000-6260

Reference yield:

: (S)-3-N-(Phenylacetoxy)-1-N-(propen-1-yl)aminoazetidin-2-one

: 83873-54-5
(3S,4S)-4-acetoxy-3-phenylacetamido-1-tert-butyldi methylsilyl-azetidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / tetrahydrofuran / 0.17 h / 0 °C

1.2: 65 percent / tetrahydrofuran / 0.33 h / 20 °C

2.1: 59 percent / KMnO₄ / aq. phosphate buffer; acetone / pH 7.5

3.1: 63 percent / AcOOH; AcONa / 5 percent Ru/C / CH₂Cl₂ / 2 h / 20 °C

4.1: 98 percent / H₂ / 10 percent Pd/C / tetrahydrofuran

5.1: 4-dimethylaminopyridine / CH₂Cl₂ / 12 h / 20 °C

With peracetic acid; dmap; potassium permanganate; hydrogen; sodium acetate; sodium hydride; palladium on activated charcoal; Ru-carbon; In tetrahydrofuran; phosphate buffer; dichloromethane; acetone; 1.1: Metallation / 1.2: Acylation / 2.1: Oxidation / 3.1: Acetoxylation / 4.1: Hydrogenolysis / 5.1: Substitution;
DOI:10.1055/s-2000-6260