[(2S,3S)-1-(2-Iodo-ethyl)-3-methoxymethoxy-5-oxo-pyrrolidin-2-yl]-phenylsulfanyl-acetic acid methyl ester

Base Information

• Chemical Name: [(2S,3S)-1-(2-Iodo-ethyl)-3-methoxymethoxy-5-oxo-pyrrolidin-2-yl]-phenylsulfanyl-acetic acid methyl ester
• CAS No.: 119519-90-3
• Molecular Formula: C₁₇H₂₂INO₅S
• Molecular Weight: 479.336
• Mol file: 119519-90-3.mol

Synonyms:

Chemical Property of [(2S,3S)-1-(2-Iodo-ethyl)-3-methoxymethoxy-5-oxo-pyrrolidin-2-yl]-phenylsulfanyl-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(2S,3S)-1-(2-Iodo-ethyl)-3-methoxymethoxy-5-oxo-pyrrolidin-2-yl]-phenylsulfanyl-acetic acid methyl ester

There total 9 articles about [(2S,3S)-1-(2-Iodo-ethyl)-3-methoxymethoxy-5-oxo-pyrrolidin-2-yl]-phenylsulfanyl-acetic acid methyl 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:

(2S,3S)-1-(2-benzoyloxyethyl)-3-methoxymethoxy-2-(methoxycarbonyl-p-nitrobenzyloxycarbonylphenylthio)methylpyrrolidin-5-one (119519-86-7) → [(2S,3S)-1-(2-Iodo-ethyl)-3-methoxymethoxy-5-oxo-pyrrolidin-2-yl]-phenylsulfanyl-acetic acid methyl ester (119519-90-3,128935-46-6,128935-54-6)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / palladium-carbon / methanol

2: K₂CO₃ / methanol

With hydrogen; potassium carbonate; palladium on activated charcoal; In methanol;

DOI:10.1039/c39880000685

Reference yield:

(2R,3S)-1-(2-benzoyloxyethyl)-3-methoxymethoxy-2-phenylthiopyrrolidin-5-one (119519-85-6) → [(2S,3S)-1-(2-Iodo-ethyl)-3-methoxymethoxy-5-oxo-pyrrolidin-2-yl]-phenylsulfanyl-acetic acid methyl ester (119519-90-3,128935-46-6,128935-54-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 82.6 percent / rhodium acetate / benzene / Heating

2: H₂ / palladium-carbon / methanol

3: K₂CO₃ / methanol

With hydrogen; potassium carbonate; rhodium(II) acetate; palladium on activated charcoal; In methanol; benzene;

DOI:10.1039/c39880000685

Reference yield:

(3S)-3-acetoxy-1-(2-benzoyloxyethyl)pyrrolidine-2,5-dione (119519-81-2) → [(2S,3S)-1-(2-Iodo-ethyl)-3-methoxymethoxy-5-oxo-pyrrolidin-2-yl]-phenylsulfanyl-acetic acid methyl ester (119519-90-3,128935-46-6,128935-54-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 1) NaBH₄ 2) HCl / 1) EtOH, -10 deg C, 15 min 2) r.t., 2 h

2: p-TsOH / 2 h / Ambient temperature

3: 76.6 percent / diisopropylethylamine / 4-dimethylaminopyridine / CH₂Cl₂ / 48 h / Ambient temperature

4: 82.6 percent / rhodium acetate / benzene / 2 h / Heating

5: 75.6 percent / H₂ / 10percent Pd-C / methanol / 18 h / 760 Torr / Ambient temperature

6: 77.3 percent / K₂CO₃ / methanol / 2 h / Ambient temperature

7: 94.4 percent / NEt₃ / CH₂Cl₂ / 0.17 h / Ambient temperature

8: NaI / acetone / 4 h / Heating

With hydrogenchloride; sodium tetrahydroborate; hydrogen; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; rhodium(II) acetate; dmap; palladium on activated charcoal; toluene-4-sulfonic acid; In methanol; dichloromethane; acetone; benzene;

upstream raw materials:

(2S,3S)-1-(2-methylsulphonyloxyethyl)-3-methoxymethoxy-2-(methoxycarbonylphenylthio)methylpyrrolidin-5-one

(2S,3S)-1-(2-hydroxyethyl)-3-methoxymethoxy-2-(methoxycarbonylphenylthio)methylpyrrolidin-5-one

(2S,3S)-1-(2-benzoyloxyethyl)-3-methoxymethoxy-2-(methoxycarbonylphenylthio)methylpyrrolidin-5-one

(2S,3S)-1-(2-benzoyloxyethyl)-3-methoxymethoxy-2-(methoxycarbonyl-p-nitrobenzyloxycarbonylphenylthio)methylpyrrolidin-5-one

Downstream raw materials:

(1RS,7S,8S)-1-hydroxymethyl-7-methoxymethoxy-1-phenylsulfinylhexahydro-1H-pyrrolizin-5-one

(1RS,7S,8S)-1-hydroxymethyl-7-methoxymethoxy-1-phenylthiohexahydro-1H-pyrrolizin-5-one

methyl (1RS,7S,8S)-7-methoxymethoxy-5-oxo-1-phenylthiohexahydro-1H-pyrrolizine-1-carboxylate