D-Proline, 5-oxo-3-phenyl-, (3S)-

Base Information

• Chemical Name: D-Proline, 5-oxo-3-phenyl-, (3S)-
• CAS No.: 13992-70-6
• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.213
• European Community (EC) Number: 853-779-1
• DSSTox Substance ID: DTXSID70444351
• Nikkaji Number: J1.224.544K
• Wikidata: Q82262472
• Mol file: 13992-70-6.mol

Synonyms:246232-25-7;D-Proline, 5-oxo-3-phenyl-, (3S)-;(2R,3S)-5-Oxo-3-phenylpyrrolidine-2-carboxylic acid;CTK0I7270;3alpha-Phenyl-5-oxo-D-proline;DTXSID70444351;EN300-6738459;rac-(2R,3S)-5-oxo-3-phenylpyrrolidine-2-carboxylic acid

Chemical Property of D-Proline, 5-oxo-3-phenyl-, (3S)-

Chemical Property:

• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 205.07389321
• Heavy Atom Count: 15
• Complexity: 271

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(NC1=O)C(=O)O)C2=CC=CC=C2
• Isomeric SMILES: C1[C@H]([C@@H](NC1=O)C(=O)O)C2=CC=CC=C2

Technology Process of D-Proline, 5-oxo-3-phenyl-, (3S)-

There total 5 articles about D-Proline, 5-oxo-3-phenyl-, (3S)- 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: 90.0%

3-((E)-3-phenyl-2-propenoyl)-1,3-oxazolidin-2-one (109299-93-6) + glycine (56-40-6,18875-39-3,25718-94-9) → trans-5-oxo-3-phenylpyrrolidine-2-carboxylic acid (13992-70-6,13992-76-2,55137-97-8,58845-47-9,147514-28-1)

Guidance literature:

glycine; With o-[N-α-picolylamino]; acetophenone; nickel dichloride;

3-((E)-3-phenyl-2-propenoyl)-1,3-oxazolidin-2-one; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

With hydrogenchloride; In methanol; water; at 70 ℃;

DOI:10.1016/S0040-4039(99)02018-3

Reference yield: 85.0%

C28H24N4O6(2-)*Ni(2+) → dimethylenecyclourethane (497-25-6) + trans-5-oxo-3-phenylpyrrolidine-2-carboxylic acid (13992-70-6,13992-76-2,55137-97-8,58845-47-9,147514-28-1) + o-[N-(α-picolyl)amino]acetophenone (261768-47-2)

Guidance literature:

With hydrogenchloride; In methanol; at 70 ℃;

DOI:10.1021/jo0008791

Reference yield: 85.0%

C29H26N4O5(2-)*Ni(2+) → 2-pyrrolidinon (616-45-5) + trans-5-oxo-3-phenylpyrrolidine-2-carboxylic acid (13992-70-6,13992-76-2,55137-97-8,58845-47-9,147514-28-1) + o-[N-(α-picolyl)amino]acetophenone (261768-47-2)

Guidance literature:

With hydrogenchloride; In methanol; at 70 ℃;

DOI:10.1021/jo0008791

upstream raw materials:

3-((E)-3-phenyl-2-propenoyl)-1,3-oxazolidin-2-one

glycine

Downstream raw materials:

(+/-)-trans-5-carbethoxy-4-phenyl-2-pyrrolidinone

4-phenyl-1,5-dihydro-2H-pyrrol-2-one

(+/-)-trans-5-(hydroxymethyl)-4-phenyl-2-pyrrolidinone

trans-3-Phenyl-5-oxo-pyrrolidin-2-essigsaeureethylester