Ethyl (2R,3R,4R,5S)-4-acetyl-3-<(1S)-1-(benzyloxy)-2-hydroxyethyl>-5-phenylpyrrolidine-2-carboxylate

Base Information

• Chemical Name: Ethyl (2R,3R,4R,5S)-4-acetyl-3-<(1S)-1-(benzyloxy)-2-hydroxyethyl>-5-phenylpyrrolidine-2-carboxylate
• CAS No.: 153186-41-5
• Molecular Formula: C₂₄H₂₉NO₅
• Molecular Weight: 411.498

Synonyms:Ethyl (2R,3R,4R,5S)-4-acetyl-3-<(1S)-1-(benzyloxy)-2-hydroxyethyl>-5-phenylpyrrolidine-2-carboxylate

Chemical Property of Ethyl (2R,3R,4R,5S)-4-acetyl-3-<(1S)-1-(benzyloxy)-2-hydroxyethyl>-5-phenylpyrrolidine-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethyl (2R,3R,4R,5S)-4-acetyl-3-<(1S)-1-(benzyloxy)-2-hydroxyethyl>-5-phenylpyrrolidine-2-carboxylate

There total 2 articles about Ethyl (2R,3R,4R,5S)-4-acetyl-3-<(1S)-1-(benzyloxy)-2-hydroxyethyl>-5-phenylpyrrolidine-2-carboxylate 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: 78.0%

[(benzylidene)amino]acetic acid ethyl ester (133038-44-5) + (5S,3E)-5-benzyloxy-6-hydroxy-hex-3-en-2-one (153186-37-9) → Ethyl (2R,3R,4R,5S)-4-acetyl-3-<(1S)-1-(benzyloxy)-2-hydroxyethyl>-5-phenylpyrrolidine-2-carboxylate (153186-41-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; silver(I) acetate; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4039(00)73839-1

Reference yield:

(R)-2-benzyloxy-3-hydroxy-propionaldehyde (76227-09-3) → Ethyl (2R,3R,4R,5S)-4-acetyl-3-<(1S)-1-(benzyloxy)-2-hydroxyethyl>-5-phenylpyrrolidine-2-carboxylate (153186-41-5)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene; diethyl ether / Ambient temperature

2: 78 percent / DBU / AgOAc / tetrahydrofuran / Ambient temperature

With 1,8-diazabicyclo[5.4.0]undec-7-ene; silver(I) acetate; In tetrahydrofuran; diethyl ether; benzene;

DOI:10.1016/S0040-4039(00)73839-1

Reference yield: 40.0%

Ethyl (2R,3R,4R,5S)-4-acetyl-3-<(1S)-1-(benzyloxy)-2-hydroxyethyl>-5-phenylpyrrolidine-2-carboxylate (153186-41-5) → Ethyl (2R,3R,4R,5S)-4-acetyl-3-<(1S)-1,2-dihydroxyethyl>-5-phenylpyrrolidine-2-carboxylate

Guidance literature:

With boron tribromide; In dichloromethane; at -78 ℃; for 2h;

DOI:10.1021/jo00121a019

upstream raw materials:

[(benzylidene)amino]acetic acid ethyl ester

(5S,3E)-5-benzyloxy-6-hydroxy-hex-3-en-2-one

(R)-2-benzyloxy-3-hydroxy-propionaldehyde

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 153186-41-5 Ethyl (2R,3R,4R,5S)-4-acetyl-3-<(1S)-1-(benzyloxy)-2-hydroxyethyl>-5-phenylpyrrolidine-2-carboxylate

Send

Send

Metric Ton KG G Pound L ML

Send

Send