| Identification | More | [Name]
(3S)-1-(tert-Butoxycarbonyl)-3-pyrrolidinecarboxylic acid | [CAS]
140148-70-5 | [Synonyms]
(3s)-1-(tert-butoxycarbonyl)-3-pyrrolidinecarboxylic acid
(3S)-BOC-1-PYRROLIDINE-3-CARBOXYLIC ACID
(3S)-BOC-BETA-PRO-OH
BOC-(3S)-1-PYRROLIDINE-3-CARBOXYLIC ACID
BOC-L-B-PROLINE
S-1-BOC-PYRROLIDINE-3-CARBOXYLIC ACID
(S)-1-N-BOC-BETA-PROLINE
(S)-N-BOC-PYRROLIDINE-3-CARBOXYLIC ACID
(S)-PYRROLIDINE-1,3-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER
1-N-Boc-delta-Proline
(3S)-1-(tertbutoxycarbonyl)pyrrolidine-3-carboxylic acid
(S)-1-N-BOC-PYRROLIDINE-3-CARBOXYLICACID
R-1-BOC-3-PYRROLIDINECARBOXYLIC ACID
N-Boc-D-proline
1-N-boc-3-pyrrolidinecarboxylate
1-(TERT-BUTOXYCARBONYL)-3-PYRROLIDINECARBOXYLIC ACID | [Molecular Formula]
C10H17NO4 | [MDL Number]
MFCD03094728 | [Molecular Weight]
215.25 | [MOL File]
140148-70-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
140-145°C | [Boiling point ]
337.2±35.0 °C(Predicted) | [density ]
1.201±0.06 g/cm3(Predicted) | [storage temp. ]
Store at 0-5°C | [form ]
solid | [pka]
4.47±0.20(Predicted) | [Appearance]
White to off-white Solid | [Optical Rotation]
[α]/D +15.0°, c = 0.5% in chloroform | [Water Solubility ]
Soluble in water (slightly). | [InChI]
InChI=1S/C10H17NO4/c1-10(2,3)15-9(14)11-5-4-7(6-11)8(12)13/h7H,4-6H2,1-3H3,(H,12,13)/t7-/m0/s1 | [InChIKey]
HRMRQBJUFWFQLX-ZETCQYMHSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CC[C@H](C(O)=O)C1 | [CAS DataBase Reference]
140148-70-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,N | [Risk Statements ]
41-50 | [Safety Statements ]
26-39-61 | [RIDADR ]
UN 3077 9 / PGIII | [WGK Germany ]
3 | [HS Code ]
29333990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Acute 1
Eye Dam. 1 |
| Hazard Information | Back Directory | [Chemical Properties]
White to light brown solid | [Uses]
N-Boc-L-beta-proline is an important raw material and intermediate used in pharmaceuticals, agrochemicals and dyestuff. | [Synthesis]
General procedure for the synthesis of (R)-1-Boc-3-carboxypyrrolidine from methyl 1-Boc-pyrrolidine-3-carboxylate: sodium hydroxide (0.80 g, 20.00 mmol) was dissolved in water (15 mL), and this solution was added to a methanol (30 mL) solution of methyl 1-Boc-pyrrolidine-3-carboxylate (2.30 g, 10.00 mmol). . The reaction mixture was allowed to react for 3 hours with stirring at room temperature. After the reaction was completed, the methanol was removed by concentration under reduced pressure. The pH of the remaining aqueous solution was adjusted to 4 with 2 M glacial acetic acid and then extracted with dichloromethane (50 mL x 3). The organic phases were combined and dried with anhydrous sodium sulfate. After filtration, the organic phase was concentrated under reduced pressure to give 1.80 g of an oily product in 83.00% yield. | [References]
[1] Organic Letters, 2005, vol. 7, # 15, p. 3287 - 3289
[2] Journal of Medicinal Chemistry, 2001, vol. 44, # 1, p. 94 - 104
[3] European Journal of Organic Chemistry, 2005, # 4, p. 673 - 682
[4] Patent: CN106336413, 2017, A. Location in patent: Paragraph 0453; 0454; 0455
[5] Journal of Medicinal Chemistry, 1990, vol. 33, # 7, p. 2052 - 2059 |
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