(4S,2'S,3'S)-3-[2'-iodo-3'-methoxy-3'-(4-benzyloxyphenyl)-propionyl]-4-(1-methylethyl)-2-oxazolidinone

Base Information

• Chemical Name: (4S,2'S,3'S)-3-[2'-iodo-3'-methoxy-3'-(4-benzyloxyphenyl)-propionyl]-4-(1-methylethyl)-2-oxazolidinone
• CAS No.: 882159-32-2
• Molecular Formula: C₂₃H₂₆INO₅
• Molecular Weight: 523.368
• Mol file: 882159-32-2.mol

Synonyms:(4S,2'S,3'S)-3-[2'-iodo-3'-methoxy-3'-(4-benzyloxyphenyl)-propionyl]-4-(1-methylethyl)-2-oxazolidinone

Chemical Property of (4S,2'S,3'S)-3-[2'-iodo-3'-methoxy-3'-(4-benzyloxyphenyl)-propionyl]-4-(1-methylethyl)-2-oxazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,2'S,3'S)-3-[2'-iodo-3'-methoxy-3'-(4-benzyloxyphenyl)-propionyl]-4-(1-methylethyl)-2-oxazolidinone

There total 1 articles about (4S,2'S,3'S)-3-[2'-iodo-3'-methoxy-3'-(4-benzyloxyphenyl)-propionyl]-4-(1-methylethyl)-2-oxazolidinone 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: 71.0%

methanol (67-56-1) + (S)-3-[(E)-3-(4-Benzyloxy-phenyl)-acryloyl]-4-isopropyl-oxazolidin-2-one → (4S,2'R,3'R)-3-[2'-iodo-3'-methoxy-3'-(4-benzyloxyphenyl)-propionyl]-4-(1-methylethyl)-2-oxazolidinone (882159-33-3) + (4S,2'S,3'S)-3-[2'-iodo-3'-methoxy-3'-(4-benzyloxyphenyl)-propionyl]-4-(1-methylethyl)-2-oxazolidinone (882159-32-2)

Guidance literature:

With iodine; silver nitrate; at 0 - 5 ℃; for 0.5h;

DOI:10.1016/j.tetasy.2005.12.014

Reference yield: 92.0%

(4S,2'S,3'S)-3-[2'-iodo-3'-methoxy-3'-(4-benzyloxyphenyl)-propionyl]-4-(1-methylethyl)-2-oxazolidinone (882159-32-2) → (4S,2'R,3'S)-3-[2'-azido-3'-methoxy-3'-(4-benzyloxyphenyl)-propionyl]-4-(1-methylethyl)-2-oxazolidinone (882159-56-0)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.1016/j.tetasy.2005.12.014

Reference yield:

(4S,2'S,3'S)-3-[2'-iodo-3'-methoxy-3'-(4-benzyloxyphenyl)-propionyl]-4-(1-methylethyl)-2-oxazolidinone (882159-32-2) → (2R,3S)-2-azido-3-(4-benzyloxyphenyl)-3-methoxy-propionic acid

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / NaN₃ / dimethylformamide / 60 °C

2: 91 percent / LiOH; H₂O₂ / tetrahydrofuran / 2 h / 0 - 5 °C

With lithium hydroxide; sodium azide; dihydrogen peroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.tetasy.2005.12.014

upstream raw materials:

methanol

Downstream raw materials:

(4S,2'R,3'S)-3-[2'-azido-3'-methoxy-3'-(4-benzyloxyphenyl)-propionyl]-4-(1-methylethyl)-2-oxazolidinone