(3S^*,4R^*)-3-<(R^*)-1-tert-butyldimethylsilyloxyethyl>-4-(2,3-epoxypropyl)-1-(pivaloyloxymethyloxycarbonyl)-triphenylphosphoranylidenemethyl-2-azetidinone

Base Information

• Chemical Name: (3S^*,4R^*)-3-<(R^*)-1-tert-butyldimethylsilyloxyethyl>-4-(2,3-epoxypropyl)-1-(pivaloyloxymethyloxycarbonyl)-triphenylphosphoranylidenemethyl-2-azetidinone
• CAS No.: 90488-90-7
• Molecular Formula: C₄₀H₅₂NO₇PSi
• Molecular Weight: 717.915

Synonyms:

Chemical Property of (3S^*,4R^*)-3-<(R^*)-1-tert-butyldimethylsilyloxyethyl>-4-(2,3-epoxypropyl)-1-(pivaloyloxymethyloxycarbonyl)-triphenylphosphoranylidenemethyl-2-azetidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S^*,4R^*)-3-<(R^*)-1-tert-butyldimethylsilyloxyethyl>-4-(2,3-epoxypropyl)-1-(pivaloyloxymethyloxycarbonyl)-triphenylphosphoranylidenemethyl-2-azetidinone

There total 8 articles about (3S^*,4R^*)-3-<(R^*)-1-tert-butyldimethylsilyloxyethyl>-4-(2,3-epoxypropyl)-1-(pivaloyloxymethyloxycarbonyl)-triphenylphosphoranylidenemethyl-2-azetidinone 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:

(3S*,4R*)-4-allyl-1-tert-butyldimethylsilyl-3-(1,2-dihydroxy-2-propyl)-2-azetidinone (84829-77-6,84848-56-6,102680-60-4) → (3S*,4R*)-3-<(R*)-1-tert-butyldimethylsilyloxyethyl>-4-(2,3-epoxypropyl)-1-(pivaloyloxymethyloxycarbonyl)-triphenylphosphoranylidenemethyl-2-azetidinone (90488-90-7,102680-68-2,102680-69-3)

Guidance literature:

Multi-step reaction with 8 steps

1: sodium metaperiodate / tetrahydrofuran; H₂O / 0.25 h / Ambient temperature

2: 47 percent / K-selectride / tetrahydrofuran / 0.5 h / Ambient temperature

3: imidazole / dimethylformamide / Ambient temperature

4: tetraethylammonium fluoride dihydrate, acetic acid / tetrahydrofuran / 1 h / Ambient temperature

5: 1.) triethylamine, molecular sieves 4A / 1.) THF, room temperature; 2.) DMF, ice-cooling, 50 min

6: 98 percent / m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 48 h / Ambient temperature

7: 2,6-lutidine, thionyl chloride / tetrahydrofuran / 0.5 h / -30 °C

8: 2,6-lutidine / tetrahydrofuran / Ambient temperature

With 1H-imidazole; 2,6-dimethylpyridine; sodium periodate; thionyl chloride; 4 A molecular sieve; tetraethylammonium fluoride; sodium hydrogencarbonate; potassium tri-sec-butyl-borohydride; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.33.4382

Reference yield:

(3S*,4R*)-4-allyl-3-<(R*)-1-tert-butyldimethylsiloxyethyl>-2-azetidinone (74614-73-6,80433-47-2,90580-72-6,92936-62-4,139492-84-5) → (3S*,4R*)-3-<(R*)-1-tert-butyldimethylsilyloxyethyl>-4-(2,3-epoxypropyl)-1-(pivaloyloxymethyloxycarbonyl)-triphenylphosphoranylidenemethyl-2-azetidinone (90488-90-7,102680-68-2,102680-69-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) triethylamine, molecular sieves 4A / 1.) THF, room temperature; 2.) DMF, ice-cooling, 50 min

2: 98 percent / m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 48 h / Ambient temperature

3: 2,6-lutidine, thionyl chloride / tetrahydrofuran / 0.5 h / -30 °C

4: 2,6-lutidine / tetrahydrofuran / Ambient temperature

With 2,6-dimethylpyridine; thionyl chloride; 4 A molecular sieve; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1248/cpb.33.4382

Reference yield:

(3S,4R)-3-Acetyl-4-allyl-1-(tert-butyl-dimethyl-silanyl)-azetidin-2-one (77526-93-3,78130-13-9) → (3S*,4R*)-3-<(R*)-1-tert-butyldimethylsilyloxyethyl>-4-(2,3-epoxypropyl)-1-(pivaloyloxymethyloxycarbonyl)-triphenylphosphoranylidenemethyl-2-azetidinone (90488-90-7,102680-68-2,102680-69-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 47 percent / K-selectride / tetrahydrofuran / 0.5 h / Ambient temperature

2: imidazole / dimethylformamide / Ambient temperature

3: tetraethylammonium fluoride dihydrate, acetic acid / tetrahydrofuran / 1 h / Ambient temperature

4: 1.) triethylamine, molecular sieves 4A / 1.) THF, room temperature; 2.) DMF, ice-cooling, 50 min

5: 98 percent / m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 48 h / Ambient temperature

6: 2,6-lutidine, thionyl chloride / tetrahydrofuran / 0.5 h / -30 °C

7: 2,6-lutidine / tetrahydrofuran / Ambient temperature

With 1H-imidazole; 2,6-dimethylpyridine; thionyl chloride; 4 A molecular sieve; tetraethylammonium fluoride; sodium hydrogencarbonate; potassium tri-sec-butyl-borohydride; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.33.4382

upstream raw materials:

2,2-Dimethyl-propionic acid 2-{(2S,3R)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-oxiranylmethyl-4-oxo-azetidin-1-yl}-2-chloro-acetoxymethyl ester

triphenylphosphine

(3S^*,4R^*)-4-allyl-1-tert-butyldimethylsilyl-3-(1,2-dihydroxy-2-propyl)-2-azetidinone

(3S^*,4R^*)-4-allyl-3-<(R^*)-1-tert-butyldimethylsiloxyethyl>-2-azetidinone

Downstream raw materials:

(3S^*,4R^*)-3-<(R^*)-1-tert-butyldimethylsilyloxyethyl>-4-<3-(1-methyl-1H-tetrazol-5-ylthio)-2-oxopropyl>-1-(pivaloyloxymethyloxycarbonyl)-triphenylphosphoranylidenemethyl-2-azetidinone

2,2-Dimethyl-propionic acid 2-{(2R,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-[3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-2-oxo-propyl]-4-oxo-azetidin-1-yl}-2-(triphenyl-λ⁵-phosphanylidene)-acetoxymethyl ester

2,2-Dimethyl-propionic acid 2-{(2R,3S)-3-((R)-1-hydroxy-ethyl)-2-[3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-2-oxo-propyl]-4-oxo-azetidin-1-yl}-2-(triphenyl-λ⁵-phosphanylidene)-acetoxymethyl ester

2,2-Dimethyl-propionic acid 2-{(3S,4R)-3-((R)-1-hydroxy-ethyl)-2-oxo-4-[2-oxo-3-([1,3,4]thiadiazol-2-ylsulfanyl)-propyl]-azetidin-1-yl}-2-(triphenyl-λ⁵-phosphanylidene)-acetoxymethyl ester

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 90488-90-7 (3S^*,4R^*)-3-<(R^*)-1-tert-butyldimethylsilyloxyethyl>-4-(2,3-epoxypropyl)-1-(pivaloyloxymethyloxycarbonyl)-triphenylphosphoranylidenemethyl-2-azetidinone

Send

Send

Metric Ton KG G Pound L ML

Send

Send