[(3S,4R)-3-((S)-4-Methyl-2-oxo-[1,3]dioxolan-4-yl)-2-oxo-4-tritylsulfanyl-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-methoxy-benzyl ester

Base Information

• Chemical Name: [(3S,4R)-3-((S)-4-Methyl-2-oxo-[1,3]dioxolan-4-yl)-2-oxo-4-tritylsulfanyl-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-methoxy-benzyl ester
• CAS No.: 102991-11-7
• Molecular Formula: C₅₄H₄₆NO₇PS
• Molecular Weight: 884.001

Synonyms:

Chemical Property of [(3S,4R)-3-((S)-4-Methyl-2-oxo-[1,3]dioxolan-4-yl)-2-oxo-4-tritylsulfanyl-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-methoxy-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(3S,4R)-3-((S)-4-Methyl-2-oxo-[1,3]dioxolan-4-yl)-2-oxo-4-tritylsulfanyl-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-methoxy-benzyl ester

There total 11 articles about [(3S,4R)-3-((S)-4-Methyl-2-oxo-[1,3]dioxolan-4-yl)-2-oxo-4-tritylsulfanyl-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-methoxy-benzyl ester 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:

1-(t-butyldimethylsilyl)-4-(triphenylmethylthio)azetidin-2-one (75939-53-6) → [(3S,4R)-3-((R)-4-Methyl-2-oxo-[1,3]dioxolan-4-yl)-2-oxo-4-tritylsulfanyl-azetidin-1-yl]-(triphenyl-λ5-phosphanylidene)-acetic acid 4-methoxy-benzyl ester (102991-11-7)

Guidance literature:

Multi-step reaction with 6 steps

1: lithium diisopropyl amide, n-buthyllithium / tetrahydrofuran; hexane / 1 h / -70 °C

2: acetic acid, methanol / 1 h / 50 °C

3: 1.) pyridine; 2.) (n-Bu)4NF, acetic acid / 1.) toluene/CH₂Cl₂, ice-cooling, 1 h; 2.) THF, ice-cooling, 1 h

4: triethylamine, molecular sieves 4A / tetrahydrofuran / 2 h / Ambient temperature

5: 2,6-lutidine, thionyl bromide / tetrahydrofuran / 0.5 h / -30 °C

6: 2,6-lutidine / dioxane / 10 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; methanol; dibromo sulfoxide; n-butyllithium; 4 A molecular sieve; tetrabutyl ammonium fluoride; acetic acid; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; hexane;

DOI:10.1248/cpb.33.4371

Reference yield:

1-(t-butyldimethylsilyl)-4-(triphenylmethylthio)azetidin-2-one (75939-53-6) → [(3S,4R)-3-((S)-4-Methyl-2-oxo-[1,3]dioxolan-4-yl)-2-oxo-4-tritylsulfanyl-azetidin-1-yl]-(triphenyl-λ5-phosphanylidene)-acetic acid 4-methoxy-benzyl ester (102991-11-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 37 percent / lithium diisopropyl amide, n-buthyllithium / tetrahydrofuran; hexane / 1 h / -70 °C

2: 33 percent / acetic acid, methanol / 1 h / 50 °C

3: 1.) pyridine; 2.) (n-Bu)4NF, acetic acid / 1.) toluene/CH₂Cl₂, ice-cooling, 1 h; 2.) THF, ice-cooling, 1 h

4: triethylamine, molecular sieves 4A / tetrahydrofuran / 2 h / Ambient temperature

5: 2,6-lutidine, thionyl bromide / tetrahydrofuran / 0.5 h / -30 °C

6: 69 percent / 2,6-lutidine / dioxane / 10 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; methanol; dibromo sulfoxide; n-butyllithium; 4 A molecular sieve; tetrabutyl ammonium fluoride; acetic acid; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; hexane;

DOI:10.1248/cpb.33.4371

Reference yield:

Hydroxy-[(3R,4S)-3-((R)-4-methyl-2-oxo-[1,3]dioxolan-4-yl)-2-oxo-4-tritylsulfanyl-azetidin-1-yl]-acetic acid 4-methoxy-benzyl ester (102991-09-3,103065-69-6) → [(3S,4R)-3-((S)-4-Methyl-2-oxo-[1,3]dioxolan-4-yl)-2-oxo-4-tritylsulfanyl-azetidin-1-yl]-(triphenyl-λ5-phosphanylidene)-acetic acid 4-methoxy-benzyl ester (102991-11-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,6-lutidine, thionyl bromide / tetrahydrofuran / 0.5 h / -30 °C

2: 69 percent / 2,6-lutidine / dioxane / 10 h / Ambient temperature

With 2,6-dimethylpyridine; dibromo sulfoxide; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1248/cpb.33.4371

upstream raw materials:

Bromo-[(3R,4S)-3-((S)-4-methyl-2-oxo-[1,3]dioxolan-4-yl)-2-oxo-4-tritylsulfanyl-azetidin-1-yl]-acetic acid 4-methoxy-benzyl ester

triphenylphosphine

1-(t-butyldimethylsilyl)-4-(triphenylmethylthio)azetidin-2-one

Hydroxy-[(3R,4S)-3-((S)-4-methyl-2-oxo-[1,3]dioxolan-4-yl)-2-oxo-4-tritylsulfanyl-azetidin-1-yl]-acetic acid 4-methoxy-benzyl ester

Downstream raw materials:

p-methoxybenzyl α-<(3S^*,4R^*)-4-chloroacetylthio-3-(4-methyl-2-oxo-1,3-dioxolan-4-yl)-2-azetidinon-1-yl>-α-triphenylphosphoranylideneacetate

p-methoxybenzyl α-<(3S^*,4R^*)-4-chloroacetylthio-3-(4-methyl-2-oxo-1,3-dioxolan-4-yl)-2-azetidinon-1-yl>-α-triphenylphosphoranylideneacetate

p-methoxybenzyl 6-<(E)-1-(hydroxymethyl)ethylidene>-2-(1,3,4-thiadiazol-2-yl)thiomethylpenem-3-carboxylate

p-methoxybenzyl 6-<(E)-1-(hydroxymethyl)ethylidene>-2-(5-methyl-1,3,4-thiadiazol-2-yl)thiomethylpenem-3-carboxylate

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 102991-11-7 [(3S,4R)-3-((S)-4-Methyl-2-oxo-[1,3]dioxolan-4-yl)-2-oxo-4-tritylsulfanyl-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-methoxy-benzyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send