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About This Item
经验公式（希尔记法）:
C4H7NO2
CAS号:
分子量:
101.10
Beilstein:
1524192
MDL號碼:
分類程式碼代碼:
12352005
PubChem物質ID:
NACRES:
NA.22
推荐产品
化驗
97%
光學活性
[α]23/D −43°, c = 1 in ethanol
mp
156-159 °C (lit.)
SMILES 字串
O[C@@H]1CNC(=O)C1
InChI
1S/C4H7NO2/c6-3-1-4(7)5-2-3/h3,6H,1-2H2,(H,5,7)/t3-/m0/s1
InChI 密鑰
IOGISYQVOGVIEU-VKHMYHEASA-N
一般說明
4-Hydroxy-2-pyrrolidinone is an important building block found in many bioactive compounds like streptopyrrolidine. It can be used as an intermediate in the synthesis of various γ-amino acids (GABA) and substituted 2-pyrrolidinones like cynometrine and cynodine.
應用
(S)-(−)-4-Hydroxy-2-pyrrolidinone can be used as a starting material in the preparation of:
- Biologically significant pyrrolo[1,2:1′,2′]azepino[5,6-b]indole derivatives.
- Substituted azepanes by reacting with various aldehydes via photochemical [5+2] cycloaddition.
訊號詞
Danger
危險聲明
危險分類
Acute Tox. 4 Oral - Eye Dam. 1
儲存類別代碼
11 - Combustible Solids
水污染物質分類（WGK）
WGK 3
閃點（°F）
Not applicable
閃點（°C）
Not applicable
個人防護裝備
Eyeshields, Gloves, type N95 (US)
Streptopyrrolidine, an angiogenesis inhibitor from a marine-derived Streptomyces sp. KORDI-3973
Shin HJ, et al.
Phytochemistry, 69(12), 2363-2366 (2008)
A Photochemical Two-Step Formal [5+ 2] Cycloaddition: A Condensation-Ring-Expansion Approach to Substituted Azepanes
Thullen SM, et al.
Synlett, 28(20), 2755-2758 (2017)
First synthesis of pyrrolo [1, 2: 1′, 2′] azepino [5, 6-b] indole derivatives
Perron J, et al.
Tetrahedron Letters, 44(35), 6553-6556 (2003)
G Di Silvestro et al.
Journal of pharmaceutical sciences, 82(7), 758-760 (1993-07-01)
The phase diagram of (R)- and (S)-4-hydroxy-2-pyrrolidone presents a conglomerate in the racemic mixture. The enthalpy of melting extrapolated by the Schröder-van Laar-Le Chatelier equation [change in enthalpy (delta H) = 28410 J/mol; melting temperature (TA) = 429.9 K; solidus
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