| Identification | Back Directory | [Name]
D-P-METHYL SULFONE PHENYL ETHYL SERINATE | [CAS]
36983-12-7 | [Synonyms]
D-p-Methyl
D-P-METHYL SULFONE PHENYL ETHYL SERITE
Ethyl D-4-(methylsulfinophenyl)serinate
D-P-METHYL SULFONE PHENYL ETHYL SERINATE
Cuprum D-4-Methylsulfinophenylethylserinate
D-threo--Methylsulfonylphenylserine Ethyl Ester
D-threo-beta-Methylsulfonylphenylserine ethyl ester
REF DUPL: D-4-Methylsulfonylphenyl serine ethyl ester
(S)--Hydroxy-4-(methylsulfonyl)-D-phenylalanine Ethyl Ester
(S)-ethyl 3-hydroxy-2-(4-(methylsulfonyl)phenylamino)propanoate
(S)-beta-Hydroxy-4-(methylsulfonyl)-D-Phenylalanine ethyl ester
D-Phenylalanine, b-hydroxy-4-(Methylsulfonyl)-,ethyl ester, (bS)-
(2R,3S)-Ethyl 2-amino-3-hydroxy-3-(4-(methylsulfonyl)phenyl)propanoate | [EINECS(EC#)]
1308068-626-2 | [Molecular Formula]
C12H17NO5S | [MDL Number]
MFCD08274466 | [MOL File]
36983-12-7.mol | [Molecular Weight]
287.33 |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
135-137°C | [Boiling point ]
515.0±50.0 °C(Predicted) | [density ]
1.309 | [storage temp. ]
Refrigerator | [solubility ]
Chloroform | [form ]
Solid | [pka]
10.57±0.45(Predicted) | [color ]
White | [Optical Rotation]
1.00°(C=0.01g/mL, MEOH, 589nm) | [InChI]
InChI=1/C12H17NO5S/c1-3-18-12(15)10(13)11(14)8-4-6-9(7-5-8)19(2,16)17/h4-7,10-11,14H,3,13H2,1-2H3/t10-,11+/s3 | [InChIKey]
CEEHCOWSYFANRT-WQVXQJEGNA-N | [SMILES]
[C@@H](C1C=CC(S(=O)(=O)C)=CC=1)(O)[C@@H](N)C(=O)OCC |&1:0,12,r| | [CAS DataBase Reference]
36983-12-7 |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
Florfenicol intermediate | [Synthesis]
GENERAL STEPS: 500 g (15.6 mol) of methanol was added to a 1000 ml three-necked flask. Under stirring conditions, 73.9 g (0.53 mol) of ethyl glycinate hydrochloride was added and the temperature was slowly raised to 50-55°C until the ethyl glycinate hydrochloride was completely dissolved. Subsequently, 67.5 g (0.27 mol) of copper sulfate pentahydrate was added to this solution and stirring was continued until complete dissolution and stirring was maintained at 50-55°C for 0.5 hr. Next, triethylamine was added dropwise to the reaction system and the pH was adjusted to 8.5-9.0. Then, 92 g (0.5 mol) of p-methylsulfonylbenzaldehyde was added, and the reaction temperature was maintained at 50-55 °C and the pH was maintained between 8.5-9.0 by adding triethylamine. During the reaction, the progress of the reaction was monitored by HPLC, and the reaction was judged to be complete when the percentage of peak area of p-methylsulfonylbenzaldehyde was less than 2%. At the end of the reaction, methanol was recovered by decompression distillation, and the temperature inside the reaction flask was controlled to be no more than 50 °C during the distillation process. After the recovery of methanol, 600 g of water was added to the reaction flask, and after sufficient stirring, 146.7 g of ethyl 3-(p-toluenesulfonylphenyl)serinate was obtained by centrifugation, with a moisture content of 10.0%, a purity of 97.2% and a yield of 92%. | [References]
[1] Patent: CN108373430, 2018, A. Location in patent: Paragraph 0017; 0040; 0045-0059 |
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