| Identification | More | [Name]
1-Boc-3-hydroxymethylpyrrolidine | [CAS]
114214-69-6 | [Synonyms]
1-BOC-3-HYDROXYMETHYLPYRROLIDINE
3-HYDROXYMETHYL-1-BOC-PYRROLIDINE
3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
TERT-BUTYL 3-(HYDROXYMETHYL)PYRROLIDINE-1-CARBOXYLATE
N-Boc-3-(hydroxymethyl)pyrrolidine
1-BOC-3-(METHANESULFONYLMETHYL) PYRROLIDINE
3-Hydroxymethyl-pyrrolidine-1-carboxylic acid ter-butyl-ester
N-Boc-3-(hydroxymethyl)
pyrrolidine-1-carboxylate | [Molecular Formula]
C10H19NO3 | [MDL Number]
MFCD02179040 | [Molecular Weight]
201.26 | [MOL File]
114214-69-6.mol |
| Chemical Properties | Back Directory | [Boiling point ]
285-291℃ | [density ]
1.089 | [refractive index ]
1.4680 to 1.4720 | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
clear liquid | [pka]
14.93±0.10(Predicted) | [color ]
Colorless to Light orange to Yellow | [InChI]
InChI=1S/C10H19NO3/c1-10(2,3)14-9(13)11-5-4-8(6-11)7-12/h8,12H,4-7H2,1-3H3 | [InChIKey]
HKIGXXRMJFUUKV-UHFFFAOYSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CCC(CO)C1 | [CAS DataBase Reference]
114214-69-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
25-50 | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [RIDADR ]
2811 | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [PackingGroup ]
Ⅲ | [HS Code ]
2933998090 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral
Aquatic Acute 1
Aquatic Chronic 1 |
| Hazard Information | Back Directory | [Uses]
1-Boc-3-hydroxymethylpyrrolidine is an intermediate of SR 9009 (S684255). SR 9009 is a synthetic REV-ERB agonist that regulates circadian behavior and metabolism; has potential use in the treatment of sleep disorders and metabolic diseases. | [Synthesis]
General procedure for the synthesis of 1-Boc-3-hydroxymethylpyrrolidine from 3-pyrrolidine methanol and di-tert-butyl dicarbonate: 900 g of 3-pyrrolidine methanol was dissolved in 4.5 L of dichloromethane, and 900 g of di-tert-butyl dicarbonate and 1.8 kg of triethylamine were added in slow batch. The reaction mixture was stirred at room temperature for about 5 hours. Upon completion of the reaction, the reaction was quenched by the addition of water. The product 1-Boc-3-hydroxymethylpyrrolidine was isolated and purified by conventional post-treatment methods in 95% yield. | [References]
[1] Patent: CN106588738, 2017, A. Location in patent: Paragraph 0035; 0037; 0040; 0045
[2] Synlett, 2017, vol. 28, # 4, p. 425 - 428
[3] Bioorganic and medicinal chemistry letters, 2002, vol. 12, # 13, p. 1785 - 1789
[4] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 21, p. 3235 - 3238
[5] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 5, p. 1151 - 1175 |
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