| Identification | More | [Name]
(R)-1-Boc-3-hydroxypyrrolidine | [CAS]
103057-44-9 | [Synonyms]
1-BOC-3-HYDROXYPYRROLIDINE
1-N-BOC-3-HYDROXY-PYRROLIDINE
3-HYDROXY-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
N-BOC-3-HYDROXYPYRROLIDINE
N-(TERT-BUTOXYCARBONYL)-3-HYDROXYPYRROLIDINE
Tert-butyl 3-hydroxypyrrolidine-1-carboxylate
(S) 1-BOC-3-hydroxylpyrrolidine
3-Hydroxypyrrolidine, N-BOC protected
Tert-butyl 3-hydroxypyrrolidinecarboxylate
N-boc-3-Pyrrolidinol
(R)-1-Boc-3-hydroxypyrrolidine
(R)-3-Hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester
(R)-N-(tert-Butoxycarbonyl)-3-hydroxypyrrolidine
DL-1-BOC-3-HYDROXY-PYRROLIDINE
-BOC-3-HYDROXYPYRROLIDINE
(r)-1-boc-3-hydroxypyrrolidineester | [EINECS(EC#)]
600-388-7 | [Molecular Formula]
C9H17NO3 | [MDL Number]
MFCD04038535 | [Molecular Weight]
187.24 | [MOL File]
103057-44-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
62.1-62.2°C | [Boiling point ]
273.3±33.0 °C(Predicted) | [density ]
1.142±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
14.74±0.20(Predicted) | [color ]
White to Almost white | [Optical Rotation]
Consistent with structure | [InChI]
InChI=1S/C9H17NO3/c1-9(2,3)13-8(12)10-5-4-7(11)6-10/h7,11H,4-6H2,1-3H3 | [InChIKey]
APCBTRDHCDOPNY-UHFFFAOYSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CCC(O)C1 | [CAS DataBase Reference]
103057-44-9(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 .
S37:Wear suitable gloves . | [RIDADR ]
2811 | [WGK Germany ]
2 | [HazardClass ]
IRRITANT | [PackingGroup ]
Ⅲ | [HS Code ]
29339900 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
1-Boc-3-pyrrolidinol is an intermediate for the preparation of pyrrolidinone-containing pseudopeptides, inhibitors of HIV-1 protease. | [Synthesis]
The general procedure for the synthesis of 1-tert-butoxycarbonyl-3-hydroxy-pyrrolidine from di-tert-butyl dicarbonate and 3-hydroxy-pyrrolidine was carried out as follows: firstly, (R)-3-pyrrolidinol (539 mg, 6.19 mmol) was converted to compound 16b to afford the colorless oily material (1.3 g, 100% yield). The spectral data of this compound were consistent with the expected structure and in accordance with literature reports (see Kucznierz, R. et al. J. Med. Chem. 1998, 41, 4983-4994). Subsequently, compound 16b was converted by reaction to compound 16c, again as a colorless oil. Next, compound 16c was converted by a two-step reaction to compound 16e, still a colorless oily substance. Finally, compound 16e was reacted to produce the target compound 16, which was rendered as a yellow oily substance. | [References]
[1] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 10, p. 969 - 973
[2] Patent: WO2015/9731, 2015, A2. Location in patent: Paragraph 00106
[3] Journal of Medicinal Chemistry, 1998, vol. 41, # 25, p. 4983 - 4994
[4] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 17, p. 5812 - 5832
[5] Patent: WO2010/84767, 2010, A1. Location in patent: Page/Page column 86 |
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