1-Pyrrolidinebutanoic acid, -bta-,2-dioxo-5-thioxo-, methyl ester

Base Information

• Chemical Name: 1-Pyrrolidinebutanoic acid, -bta-,2-dioxo-5-thioxo-, methyl ester
• CAS No.: 157034-47-4
• Molecular Formula: C₉H₁₁NO₄S
• Molecular Weight: 229.257
• Mol file: 157034-47-4.mol

Synonyms:1-Pyrrolidinebutanoic acid, -bta-,2-dioxo-5-thioxo-, methyl ester

Chemical Property of 1-Pyrrolidinebutanoic acid, -bta-,2-dioxo-5-thioxo-, methyl ester

Chemical Property:

• PSA: 95.77000
• LogP: 0.00630

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Pyrrolidinebutanoic acid, -bta-,2-dioxo-5-thioxo-, methyl ester

There total 1 articles about 1-Pyrrolidinebutanoic acid, -bta-,2-dioxo-5-thioxo-, 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: 44.0%

4-(2,5-Dioxo-pyrrolidin-1-yl)-3-oxo-butyric acid methyl ester (157034-46-3) → 3-Oxo-4-(2-oxo-5-thioxo-pyrrolidin-1-yl)-butyric acid methyl ester (157034-47-4)

Guidance literature:

With Lawessons reagent; In toluene; at 90 ℃;

DOI:10.1016/S0040-4039(00)73088-7

Reference yield:

3-Oxo-4-(2-oxo-5-thioxo-pyrrolidin-1-yl)-butyric acid methyl ester (157034-47-4) → (+/-)-supinidine (23185-51-5,32430-34-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 69 percent / p-toluenesulfonyl azide, Et₃N / CH₂Cl₂

2: 73 percent / Rh₂(OAc)4 / toluene / Heating

3: H₂ / PtO₂ / methanol; acetic acid

4: 42 percent / Et₃N / CH₂Cl₂

5: 77 percent / DIBAL-H

With 4-toluenesulfonyl azide; hydrogen; diisobutylaluminium hydride; triethylamine; platinum(IV) oxide; dirhodium tetraacetate; In methanol; dichloromethane; acetic acid; toluene;

DOI:10.1016/S0040-4039(00)73088-7

upstream raw materials:

4-(2,5-Dioxo-pyrrolidin-1-yl)-3-oxo-butyric acid methyl ester

Downstream raw materials:

(+/-)-supinidine

Refernces