(2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-(methoxycarbonyl)-4-(1-iodoethylidene)-3-pyrrolidineacetic acid

Base Information

• Chemical Name: (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-(methoxycarbonyl)-4-(1-iodoethylidene)-3-pyrrolidineacetic acid
• CAS No.: 1190409-97-2
• Molecular Formula: C₁₇H₂₀INO₆S
• Molecular Weight: 493.319

Synonyms:(2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-(methoxycarbonyl)-4-(1-iodoethylidene)-3-pyrrolidineacetic acid

Chemical Property of (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-(methoxycarbonyl)-4-(1-iodoethylidene)-3-pyrrolidineacetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-(methoxycarbonyl)-4-(1-iodoethylidene)-3-pyrrolidineacetic acid

There total 11 articles about (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-(methoxycarbonyl)-4-(1-iodoethylidene)-3-pyrrolidineacetic acid 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: 81.0%

methyl (2S,3S,4E)-1-[4-(methylphenyl)sulfonyl]-3-(2-hydroxyethyl)-4-(1-iodoethylidene)-2-pyrrolidinecarboxylate (1190409-93-8) → (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-(methoxycarbonyl)-4-(1-iodoethylidene)-3-pyrrolidineacetic acid (1190409-97-2)

Guidance literature:

With chromium(VI) oxide; periodic acid; In water; acetonitrile; for 0.433333h; Cooling with ice-salt bath;

DOI:10.1021/ja9063475

Reference yield:

(2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-methoxycarbonyl-4-[1-(phenyldimethylsilyl)ethylidene]-3-pyrrolidineacetaldehyde (1190409-84-7) → (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-(methoxycarbonyl)-4-(1-iodoethylidene)-3-pyrrolidineacetic acid (1190409-97-2)

Guidance literature:

Multi-step reaction with 5 steps

1: methanol; sodium tetrahydroborate / 2 - 5 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 10 h / 20 °C / Inert atmosphere

3: Iodine monochloride / dichloromethane / 2 h / 20 °C / Inert atmosphere

4: hydrogen fluoride; water / acetonitrile / 20 °C / Inert atmosphere

5: chromium(VI) oxide; periodic acid / water; acetonitrile / 0.43 h / -1 - 1 °C / Inert atmosphere

With 1H-imidazole; chromium(VI) oxide; methanol; sodium tetrahydroborate; hydrogen fluoride; water; Iodine monochloride; periodic acid; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jo101790z

Reference yield:

methyl (2S)-2-[[(4-methylphenyl)sulfonyl]amino]-4-(phenylseleno)butanoate (960004-39-1) → (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-(methoxycarbonyl)-4-(1-iodoethylidene)-3-pyrrolidineacetic acid (1190409-97-2)

Guidance literature:

Multi-step reaction with 8 steps

1: triphenylphosphine; diethylazodicarboxylate / dichloromethane / -1 - 1 °C / Inert atmosphere

2: dihydrogen peroxide / tetrahydrofuran; water / 16.5 h / 20 °C

3: (acetylacetonato)dicarbonylrhodium (l) / toluene / 13 h / 120 °C / 25858.1 Torr / Autoclave

4: methanol; sodium tetrahydroborate / 2 - 5 °C / Inert atmosphere

5: 1H-imidazole / N,N-dimethyl-formamide / 10 h / 20 °C / Inert atmosphere

6: Iodine monochloride / dichloromethane / 2 h / 20 °C / Inert atmosphere

7: hydrogen fluoride; water / acetonitrile / 20 °C / Inert atmosphere

8: chromium(VI) oxide; periodic acid / water; acetonitrile / 0.43 h / -1 - 1 °C / Inert atmosphere

With 1H-imidazole; chromium(VI) oxide; methanol; (acetylacetonato)dicarbonylrhodium (l); sodium tetrahydroborate; hydrogen fluoride; water; dihydrogen peroxide; Iodine monochloride; periodic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; 1: Mitsunobu reaction;

DOI:10.1021/jo101790z

upstream raw materials:

methyl (2S,3S,4E)-1-[4-(methylphenyl)sulfonyl]-3-(2-hydroxyethyl)-4-(1-iodoethylidene)-2-pyrrolidinecarboxylate

methyl (2S)-2-[[(4-methylphenyl)sulfonyl]amino]-4-(phenylseleno)butanoate

methyl (2S)-2-[[(4-methylphenyl)sulfonyl]-(2-butyn-1-yl)-amino]-4-(phenylseleno)butanoate

(2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-methoxycarbonyl-4-[1-(phenyldimethylsilyl)ethylidene]-3-pyrrolidineacetaldehyde

Downstream raw materials:

methyl (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-(methoxycarbonyl)-4-(1-iodoethylidene)-3-pyrrolidineacetate

methyl (2S,3S,4E)-1-(4-methylphenylsulfonyl)-2-methoxycarbonyl-4-[(2E,5R)-5-methoxycarbonyl-1-methyl-2-hexen-1-ylidene]-3-pyrrolidineacetate

(2S,3S,4E)-1-(4-methylphenylsulfonyl)-2-carboxy-4-[(2E,5R)-5-carboxy-1-methyl-2-hexen-1-ylidene]-3-pyrrolidineacetic acid

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 1190409-97-2 (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-(methoxycarbonyl)-4-(1-iodoethylidene)-3-pyrrolidineacetic acid

Send

Send

Metric Ton KG G Pound L ML

Send

Send