| Identification | More | [Name]
1-Boc-3-pyrrolidinecarbaldehyde | [CAS]
59379-02-1 | [Synonyms]
1-BOC-3-PYRROLIDINECARBALDEHYDE
3-FORMYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
N-BOC-3-FORMYL PYRROLIDINE
TERT-BUTYL 3-FORMYLPYRROLIDINE-1-CARBOXYLATE
1-BOC-3-FORMYL-PYRROLIDINE
1-BOC-PYRROLIDINE-3-CARBOXALDEHYDE
| [Molecular Formula]
C10H17NO3 | [MDL Number]
MFCD03791257 | [Molecular Weight]
199.25 | [MOL File]
59379-02-1.mol |
| Chemical Properties | Back Directory | [Boiling point ]
276.3±33.0 °C(Predicted) | [density ]
1.148±0.06 g/cm3(Predicted) | [refractive index ]
1.47 | [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [solubility ]
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | [form ]
Oil | [pka]
-2.44±0.40(Predicted) | [color ]
Colourless | [InChI]
InChI=1S/C10H17NO3/c1-10(2,3)14-9(13)11-5-4-8(6-11)7-12/h7-8H,4-6H2,1-3H3 | [InChIKey]
DWLADVOODHZCFV-UHFFFAOYSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CCC(C=O)C1 | [CAS DataBase Reference]
59379-02-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [HazardClass ]
IRRITANT | [HS Code ]
2933998090 |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless to light yellow oil | [Uses]
1-Boc-pyrrolidine-3-carboxaldehyde is used in the preparation of tertiary amines as agonists of the nuclear hormone receptor Rev-erbα. | [Synthesis]
General procedure for the synthesis of 1-Boc-3-pyrrolidinecarboxaldehyde from 1-Boc-3-hydroxymethylpyrrolidine: 1 kg of N-Boc-pyrrolidine-3-methanol was dissolved in 5 liters of dimethylsulfoxide (DMSO), and 2.14 kg of manganese dioxide was slowly added at room temperature. The reaction mixture was stirred at room temperature for about 24 hours to ensure complete reaction. Upon completion of the reaction, insoluble solids were removed by filtration and the filtrate was concentrated by rotary evaporator to remove solvent. Ultimately, N-Boc-pyrrolidine-3-carbaldehyde (920 g) was purified by reduced pressure distillation in 93% yield. | [References]
[1] Patent: CN106588738, 2017, A. Location in patent: Paragraph 0036; 0041; 0042; 0046; 0047; 0048
[2] Patent: WO2005/49602, 2005, A1. Location in patent: Page/Page column 89; 90; 131
[3] Patent: WO2005/49605, 2005, A1. Location in patent: Page/Page column 117; 118; 159
[4] Synlett, 2017, vol. 28, # 4, p. 425 - 428
[5] Bioorganic and medicinal chemistry letters, 2002, vol. 12, # 13, p. 1785 - 1789 |
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