(S)-2,2,2-Trifluoro-1-(2-(hydroxymethyl)pyrrolidin-1-yl)ethanone

Base Information

• Chemical Name: (S)-2,2,2-Trifluoro-1-(2-(hydroxymethyl)pyrrolidin-1-yl)ethanone
• CAS No.: 186202-18-6
• Molecular Formula: C7H10 F3 N O2
• Molecular Weight: 197.1550096
• DSSTox Substance ID: DTXSID90595379
• Wikidata: Q82490380
• Mol file: 186202-18-6.mol

Synonyms:186202-18-6;2-Pyrrolidinemethanol, 1-(trifluoroacetyl)-, (2S)- (9CI);(S)-2,2,2-Trifluoro-1-(2-(hydroxymethyl)pyrrolidin-1-yl)ethanone;2,2,2-trifluoro-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]ethanone;Trifluoroacetyl-L-Prolinol;SCHEMBL564317;DTXSID90595379;AKOS014313877;2(S)-Hydroxymethyl-N-trifluoroacetyl pyrrolidine;2-Pyrrolidinemethanol, 1-(trifluoroacetyl)-, (2S)-(9CI);2,2,2-Trifluoro-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]ethan-1-one

Chemical Property of (S)-2,2,2-Trifluoro-1-(2-(hydroxymethyl)pyrrolidin-1-yl)ethanone

Chemical Property:

• PSA: 40.54000
• LogP: 0.46990
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 197.06636305
• Heavy Atom Count: 13
• Complexity: 204

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)C(=O)C(F)(F)F)CO
• Isomeric SMILES: C1C[C@H](N(C1)C(=O)C(F)(F)F)CO

Technology Process of (S)-2,2,2-Trifluoro-1-(2-(hydroxymethyl)pyrrolidin-1-yl)ethanone

There total 2 articles about (S)-2,2,2-Trifluoro-1-(2-(hydroxymethyl)pyrrolidin-1-yl)ethanone 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: 84.0%

ethyl trifluoroacetate, (383-63-1) + (S)-1-Pyrrolidin-2-yl-methanol (23356-96-9) → (S)-(-)-2,2,2-trifluoro-1-(2-(hydroxymethyl)pyrrolidin-1-yl)ethanone (186202-18-6)

Guidance literature:

With triethylamine; In methanol; at 20 ℃; for 18h;

DOI:10.1039/b108182a

Reference yield:

(S)-1-Pyrrolidin-2-yl-methanol (23356-96-9) → (S)-(-)-2,2,2-trifluoro-1-(2-(hydroxymethyl)pyrrolidin-1-yl)ethanone (186202-18-6)

Guidance literature:

With triethylamine; trifluoroacetic anhydride; In dichloromethane; ethyl acetate;

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) + (S)-(-)-2,2,2-trifluoro-1-(2-(hydroxymethyl)pyrrolidin-1-yl)ethanone (186202-18-6) → trifluoroacetyl-DMTr-L-prolinol

Guidance literature:

With pyridine; at 20 ℃; for 5h;

upstream raw materials:

ethyl trifluoroacetate,

(S)-1-Pyrrolidin-2-yl-methanol

Downstream raw materials:

(S)-1-(2,2,2-Trifluoro-acetyl)-pyrrolidine-2-carbaldehyde

(S)-(-)-1-(2-benzylpyrrolidin-1-yl)-2,2,2-trifluoroethanone

tert-butyl [(1R,2R)-2-[methyl[[1-[((S)-1-(2,2,2-trifluoroacetyl)pyrrolidin-2-yl)methyl]-1H-1,2,3-triazol-5-yl]methyl]amino]cyclohexyl]carbamate

1-(3,5-bis(trifluoromethyl)phenyl)-3-[(1R,2R)-2-[methyl[[1-((S)-pyrrolidin-2-ylmethyl)-1H-1,2,3-triazol-5-yl]methyl]amino]cyclohexyl]thiourea