Cas no 34368-52-0 ((3S)-3-hydroxypyrrolidin-2-one)

(3S)-3-Hydroxypyrrolidin-2-one is a chiral lactam derivative with a hydroxyl group at the 3-position, exhibiting significant utility in synthetic organic chemistry and pharmaceutical applications. Its stereospecific structure makes it a valuable intermediate for the synthesis of bioactive compounds, including enzyme inhibitors and receptor modulators. The compound’s lactam ring and hydroxyl functionality provide versatile reactivity for further derivatization, enabling the construction of complex heterocyclic frameworks. High enantiomeric purity ensures consistency in asymmetric synthesis, while its stability under standard conditions facilitates handling and storage. This compound is particularly relevant in medicinal chemistry for developing stereoselective drug candidates and probing biochemical pathways.
(3S)-3-hydroxypyrrolidin-2-one structure
34368-52-0 structure
Product Name:(3S)-3-hydroxypyrrolidin-2-one
CAS No:34368-52-0
MF:C4H7NO2
MW:101.103881120682
MDL:MFCD06796625
CID:54229
PubChem ID:11029774
Update Time:2025-05-28

(3S)-3-hydroxypyrrolidin-2-one Chemical and Physical Properties

Names and Identifiers

    • (S)-3-Hydroxypyrrolidin-2-one
    • (3S)-3-hydroxypyrrolidin-2-one
    • S-3-Hydroxy-2-pyrrolidone
    • (S)-3-HYDROXY-PYRROLIDIN-2-ONE
    • (S)-(-)-3-hydroxypyrrolidin-2-one
    • (S)-3-Hydroxy-2-pyrrolidinone
    • (S)-3-Hydroxy-2-pyrrolidone,EE
    • (S)-3-Hydroxypyrrolidine-2-one
    • (S)-4-hydroxy-2-oxopyrrolidine
    • 2-Pyrrolidinone,3-hydroxy-,(3S)
    • (S)-3-Hydroxy-Pyrrolidin-2-One(WX642165)
    • (S)-3-Hydroxy-2-pyrrolidone 97%,EE97%
    • (S)-3-Hydroxypyrrolidin-2-one, 95+%
    • 2-Pyrrolidinone, 3-hydroxy-, (3S)-
    • (S)-3-Hydroxy-ydroxy-pyrrolidin-2-one
    • AM20090532
    • 3(S)-hydroxy-pyrrolidin-2-one
    • (s)-(-)-3-hydroxy-2-pyrrolidinone
    • MFCD06796625
    • RKL10144
    • 3,4-Dihydro-2H-pyrrole-4,5-diol
    • EN300-108390
    • AKOS006346239
    • (3s)-3-hydroxy-2-pyrrolidinone
    • BCP23403
    • PS-9317
    • FRKGSNOMLIYPSH-VKHMYHEASA-N
    • CS-W003342
    • (s)-(-)-3-hydroxy-2-pyrrolidone
    • DTXSID50955910
    • AC-24360
    • (S)-3-hydroxy-pyrollidin-2-one
    • (5)-3-hydroxypyrrolidin-2-one
    • 34368-52-0
    • Q-103501
    • (S)-3-Hydroxy-2-pyrrolidone
    • SCHEMBL121281
    • (S)-3-hydroxy-pyrrolidin-2-one, AldrichCPR
    • AKOS015855222
    • AS-81159
    • (3S)-3-Hydroxy-2-pyrrolidinone (ACI)
    • 2-Pyrrolidinone, 3-hydroxy-, (S)- (ZCI)
    • 2-Pyrrolidinone, 3-hydroxy-, (S)-(-)- (8CI)
    • (-)-3-Hydroxypyrrolidin-2-one
    • (S)-3-Hydroxybutyrolactam
    • 2-Pyrrolidinone 3-hydroxy-, (3S)-
    • 3-(S)-Hydroxypyrrolidin-2-one
    • MDL： MFCD06796625
    • Inchi： 1S/C4H7NO2/c6-3-1-2-5-4(3)7/h3,6H,1-2H2,(H,5,7)/t3-/m0/s1
    • InChI Key： FRKGSNOMLIYPSH-VKHMYHEASA-N
    • SMILES： O[C@@H]1C(NCC1)=O

Computed Properties

  • Exact Mass: 101.04800
  • Monoisotopic Mass: 101.048
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 0
  • Complexity: 91.7
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 49.3A^2
  • XLogP3: -0.9

Experimental Properties

  • Color/Form: White to Yellow Solid
  • Density: 1.3±0.1 g/cm3
  • Melting Point: No data available
  • Boiling Point: 363.6°C at 760 mmHg
  • Flash Point: 173.7±25.9 °C
  • Refractive Index: 1.513
  • PSA: 49.33000
  • LogP: -0.80400

(3S)-3-hydroxypyrrolidin-2-one Security Information

(3S)-3-hydroxypyrrolidin-2-one Customs Data

  • HS CODE：2933790090
  • Customs Data：

    China Customs Code:

    2933790090

    Overview:

    2933790090 Other lactams. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:9.0% general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933790090. other lactams. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:9.0%. General tariff:20.0%

(3S)-3-hydroxypyrrolidin-2-one Pricemore >>

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(3S)-3-hydroxypyrrolidin-2-one Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Triphenylphosphine Solvents: Tetrahydrofuran ;  6 h, rt
1.2 Reagents: Water ;  rt; 2 d, rt
Reference
Synthesis of (S)-vasicol and (S)-3-hydroxy-2-pyrrolidinone
Huang, Pei-Qiang; Zheng, Xiao; Wei, Hua, Heterocycles, 2003, 60(8), 1833-1841

Production Method 2

Reaction Conditions
Reference
Preparation of antibacterial (5R, 6S, 8R)-6-(1-hydroxyethyl)-2-(3R-pyrrolidin-2-one-3-yl)thiopenen-3-carboxylic acid and pharmaceutical compositions containing it
, European Patent Organization, , ,

Production Method 3

Reaction Conditions
1.1 Catalysts: Hexamethyldisilazane
Reference
Microbiological hydroxylation of 2-pyrrolidinones (lab note)
Srairi, Driss; Maurey, Georges, Bulletin de la Societe Chimique de France, 1987, (2), 297-301

Production Method 4

Reaction Conditions
1.1 Reagents: Hexamethyldisilazane Catalysts: Chlorotrimethylsilane Solvents: Xylene ;  16 h, reflux
1.2 Reagents: Hydrochloric acid Solvents: Water
Reference
A concise diastereoselective approach to the left-hand side of batzelladine A
Davies, Christopher D.; Elliott, Mark C.; Hill-Cousins, Joseph; Khan, Misbah-ul A.; Maqbool, Tahir; et al, Synlett, 2008, (13), 2028-2032

Production Method 5

Reaction Conditions
1.1 Solvents: Dimethyl sulfoxide ;  30 min
Reference
Synthesis of γ-lactam catalyzed by 4A molecular sieve under microwave irradiation and solvent selection by rough set theory
Jiang, Chaozhe; Yang, Hai; Xu, Guanbing; Guo, Paul, Cuihua Xuebao, 2005, 26(4), 263-264

Production Method 6

Reaction Conditions
1.1 Reagents: Chlorotrimethylsilane ,  Hexamethyldisilazane Solvents: Xylene
1.2 Solvents: Ethanol
1.3 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water
Reference
A Novel Aryl Migration from Silicon to Carbon: An Efficient Approach to Asymmetric Synthesis of α-Aryl β-Hydroxy Cyclic Amines and Silanols
Tomooka, Katsuhiko; Nakazaki, Atsuo; Nakai, Takeshi, Journal of the American Chemical Society, 2000, 122(2), 408-409

Production Method 7

Reaction Conditions
1.1 Reagents: Chlorotrimethylsilane ,  Hexamethyldisilazane Solvents: Xylene
1.2 Reagents: Trifluoroacetic acid Solvents: Tetrahydrofuran ,  Water
Reference
Enantioselective syntheses of (S)- and (R)-3-hydroxypyrrolidin-2-ones via lactate dehydrogenase catalyzed reductions of 4-(benzyloxycarbonyl)amino-2-oxobutanoic acid
Bentley, Jonathan M.; Wadsworth, Harry J.; Willis, Christine L., Journal of the Chemical Society, 1995, (2), 231-2

Production Method 8

Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Palladium ,  Carbon Solvents: Isopropanol
Reference
Syntheses of (3S)-3-hydroxy-2-pyrrolidinone from (S)-malic acid
Pires, Raul; Burger, Klaus, Tetrahedron, 1997, 53(27), 9213-9218

Production Method 9

Reaction Conditions
1.1 Reagents: Alumina Solvents: Toluene ;  rt → reflux; 19 h, reflux
Reference
Light-Triggered Intramolecular Cyclization in Poly(lactic-co-glycolic acid)-Based Polymers for Controlled Degradation
Olejniczak, Jason; Chan, Minnie; Almutairi, Adah, Macromolecules (Washington, 2015, 48(10), 3166-3172

(3S)-3-hydroxypyrrolidin-2-one Raw materials

(3S)-3-hydroxypyrrolidin-2-one Preparation Products

(3S)-3-hydroxypyrrolidin-2-one Suppliers

Suzhou Senfeida Chemical Co., Ltd
Gold Member
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(CAS:34368-52-0)(S)-3-HYDROXY-PYRROLIDIN-2-ONE
Order Number:sfd13172
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:36
Price ($):discuss personally
Amadis Chemical Company Limited
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(CAS:34368-52-0)(3S)-3-hydroxypyrrolidin-2-one
Order Number:A12918
Stock Status:in Stock
Quantity:100g/500g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 15:59
Price ($):176.0/877.0
Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
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(CAS:34368-52-0)(S)-3-羥基-2-吡咯烷酮
Order Number:LE8491228
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:47
Price ($):discuss personally

(3S)-3-hydroxypyrrolidin-2-one Related Literature

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Suzhou Senfeida Chemical Co., Ltd
(CAS:34368-52-0)(S)-3-HYDROXY-PYRROLIDIN-2-ONE
sfd13172
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
Email
Amadis Chemical Company Limited
(CAS:34368-52-0)(3S)-3-hydroxypyrrolidin-2-one
A12918
Purity:99%/99%
Quantity:100g/500g
Price ($):176.0/877.0
Email