(2S,4R)-4-fluoro-5-oxopyrrolidine-2-carboxylic acid

Base Information

Chemical Name:(2S,4R)-4-fluoro-5-oxopyrrolidine-2-carboxylic acid
CAS No.:237076-75-4
Molecular Formula:C5H6 F N O3
Molecular Weight:147.106
Hs Code.:
DSSTox Substance ID:DTXSID501307731
Mol file:237076-75-4.mol

Synonyms:(2S,4R)-4-fluoro-5-oxopyrrolidine-2-carboxylic acid;237076-75-4;L-Proline, 4-fluoro-5-oxo-, (4R)- (9CI);33524-00-4;Rel-(2S,4R)-4-fluoro-5-oxopyrrolidine-2-carboxylic acid;SCHEMBL17630462;NBTWBMODBIAMTC-GBXIJSLDSA-N;DTXSID501307731;(4R)-4-Fluoro-5-oxo-L-proline;MFCD00153179;AKOS006237607;AS-82642;CS-0253742;P21044;EN300-7463605

Suppliers and Price of (2S,4R)-4-fluoro-5-oxopyrrolidine-2-carboxylic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 5 raw suppliers

Chemical Property of (2S,4R)-4-fluoro-5-oxopyrrolidine-2-carboxylic acid

Chemical Property:

PSA：66.40000
LogP:-0.37360
XLogP3:-0.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:147.03317122
Heavy Atom Count:10
Complexity:182

Purity/Quality:: 97% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1C(C(=O)NC1C(=O)O)F
Isomeric SMILES:C1[C@H](C(=O)N[C@@H]1C(=O)O)F

Technology Process of (2S,4R)-4-fluoro-5-oxopyrrolidine-2-carboxylic acid

There total 8 articles about (2S,4R)-4-fluoro-5-oxopyrrolidine-2-carboxylic acid 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:

: 17342-08-4
(S)-Pyroglutaminol

: 237076-75-4
(2S,4R)-4-fluoro-5-oxo-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / 3 h / 100 °C

2: 3.79 g / DMAP; Et₃N / CH₂Cl₂ / 72 h / 20 °C

3: 57 percent / diisopropylamine; n-BuLi; NFSi / tetrahydrofuran / 1.42 h / -78 - -55 °C

4: 73 percent / HCl / methanol / 48 h / 20 °C

5: NaHCO₃; NaBr; TEMPO / NaOCl / acetone; H₂O / 1 h / 0 °C

With hydrogenchloride; dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; n-butyllithium; sodium hydrogencarbonate; N-fluorobis(benzenesulfon)imide; triethylamine; diisopropylamine; sodium bromide; sodium hypochlorite; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; acetone;
DOI:10.1021/jo0106804

Reference yield:

: 393810-25-8,95048-75-2,95048-76-3
(2S,4R)-4-fluoro-5-oxo-pyrrolidine-2-carboxylic acid methyl ester

: 237076-75-4
(2S,4R)-4-fluoro-5-oxo-pyrrolidine-2-carboxylic acid

Guidance literature:: With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 20 ℃; for 2h;

Reference yield:

: 393810-24-7
(3R,5S)-3-fluoro-5-hydroxymethyl-2-pyrrolidinone

: 237076-75-4
(2S,4R)-4-fluoro-5-oxo-pyrrolidine-2-carboxylic acid

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hydrogencarbonate; sodium bromide; sodium hypochlorite; In water; acetone; at 0 ℃; for 1h;
DOI:10.1021/jo0106804