| Identification | Back Directory | [Name]
4-Boc-3(S)-morpholinecarboxylic acid | [CAS]
783350-37-8 | [Synonyms]
4-Boc-3(S)-morpholinecarboxylic acid
(S)-N-Boc-morpholine-3-carboxylic acid
(S)-4-N-Boc-3-Morpholinecarboxylic acid
(S)-4-N-Boc-Morpholine-3-carboxylic acid
(S)-Morpholine-3,4-dicarboxylic acid 4-tert-butyl ester
4-(tert-Butoxycarbonyl)morpholine-3-(S)-carboxylic acid
(3S)-4-[(tert-butoxy)carbonyl]Morpholine-3-carboxylic acid
(3S)-3,4-Morpholinedicarboxylic Acid 4-(1,1-
Dimethylethyl) Ester
3,4-Morpholinedicarboxylic acid, 4-(1,1-dimethylethyl) ester, (3S)-
(3S)-4-[(2-methylpropan-2-yl)oxycarbonyl]morpholine-3-carboxylic acid
(3S)-3,4-Morpholinedicarboxylic Acid 4-(1,1-Dimethylethyl) Ester,99%e.e. | [Molecular Formula]
C10H17NO5 | [MDL Number]
MFCD04114904 | [MOL File]
783350-37-8.mol | [Molecular Weight]
231.25 |
| Chemical Properties | Back Directory | [Boiling point ]
369.5±42.0 °C(Predicted) | [density ]
1.230±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [form ]
powder | [pka]
3.53±0.20(Predicted) | [color ]
White | [Optical Rotation]
Consistent with structure | [InChI]
InChI=1S/C10H17NO5/c1-10(2,3)16-9(14)11-4-5-15-6-7(11)8(12)13/h7H,4-6H2,1-3H3,(H,12,13)/t7-/m0/s1 | [InChIKey]
KVXXEKIGMOEPSA-ZETCQYMHSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CCOC[C@H]1C(O)=O |
| Hazard Information | Back Directory | [Uses]
(S)-4-Boc-morpholine-3-carboxylic Acid is used to prepare indazole arylsulfonamides as allosteric CC-chemokine receptor 4 antagonists. | [Synthesis]
The general procedure for the synthesis of (3S)-4-tert-butyl 3,4-morpholine dicarboxylate from 3-morpholinecarboxylic acid and di-tert-butyl dicarbonate was as follows: to a solution of dichloromethane (DCM, 100 mL) containing morpholine-3-carboxylic acid (3 g, 22.9 mmol, 1.0 eq.) was added sequentially triethylamine (TEA, 6.9 g, 68.7 mmol, 3.0 eq.) and di Di-tert-butyl carbonate (Boc2O, 15 g, 68.7 mmol, 3.0 eq.). The reaction mixture was stirred at room temperature for 3 hours. After completion of the reaction, the mixture was concentrated and the resulting residue was purified by silica gel column chromatography (eluent ratio petroleum ether/ethyl acetate = 5/1) to afford the target product (S)-4-(tert-butoxycarbonyl)morpholine-3-carboxylic acid (700 mg, 14% yield) as a colorless liquid. | [References]
[1] Patent: WO2017/98328, 2017, A2. Location in patent: Paragraph 00266 |
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