Methyl-DL-serine hydrochloride
Methyl-DL-serine hydrochloride Basic information
- Product Name:
- Methyl-DL-serine hydrochloride
- Synonyms:
-
- (RS)-2-Amino-3-hydroxypropionic acid methyl ester hydrochloride
- DL-Serine methyl ester hydrochloride≥ 98% (HPLC)
- Methyl-DL-serine hydrochloride H-DL-Ser-OMe·HCl
- DL-SERINE METHYL ESTER HYDROCHLORIDE
- DL-SERINE-OME HCL
- H-DL-SER-OME HCL
- DL-Serine Methyl ester hydrochloride 98%
- TIMTEC-BB SBB004026
- CAS:
- 5619-04-5
- MF:
- C4H10ClNO3
- MW:
- 155.58
- EINECS:
- 227-047-1
- Product Categories:
-
- Serine [Ser, S]
- Amino ACIDS SERIES
- Amino Acid Methyl Esters
- Amino Acids
- Amino Acids (C-Protected)
- Biochemistry
- Amino Acids
- I - ZPeptide Synthesis
- Modified Amino Acids
- Amino Acid Derivatives
- Peptide Synthesis
- Serine
- Amino Acids & Derivatives
- Mol File:
- 5619-04-5.mol
Methyl-DL-serine hydrochloride Chemical Properties
- Melting point:
- 134-136 °C(lit.)
- Density
- 1.37g/cm3 at 20℃
- storage temp.
- -20°C
- solubility
- Methanol, Water
- form
- Solid
- color
- White to Off-White
- Sensitive
- Moisture Sensitive
- BRN
- 6067970
- InChI
- InChI=1S/C4H9NO3.ClH/c1-8-4(7)3(5)2-6;/h3,6H,2,5H2,1H3;1H
- InChIKey
- NDBQJIBNNUJNHA-UHFFFAOYSA-N
- SMILES
- C(N)(CO)C(=O)OC.Cl
- LogP
- -2 at 20℃ and pH7
- Surface tension
- 76mN/m at 1g/L and 20℃
- CAS DataBase Reference
- 5619-04-5(CAS DataBase Reference)
Safety Information
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-24/25
- WGK Germany
- 3
- HS Code
- 29225000
MSDS
- Language:English Provider:ACROS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
Methyl-DL-serine hydrochloride Usage And Synthesis
Chemical Properties
white crystalline powder
Uses
D,L-Serine Methyl Ester Hydrochloride is used as a reactant in the preparation of chicoric acid analogs as HIV-1 integrase inhibitors. Also used in the total synthesis of (-)-Hennoxazole A.
reaction suitability
reaction type: solution phase peptide synthesis
Synthesis
67-56-1
302-84-1
5619-04-5
100 mL of methanol was added to a 30 mL triple-necked vial placed on a mechanical stirrer and cooled in an ice-water bath. 6.6 ml of dichlorosulfoxide was slowly added dropwise and stirring was continued for 1 hour after completion of the dropwise addition. Subsequently, 6.00 g (57 mmol) of DL-serine was added to the reaction system. The reaction mixture was heated to reflux and the reaction was continued for 18 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The product was dried to give 8.32 g of DL-serine methyl ester hydrochloride in 94.2% yield.
References
[1] Heterocycles, 2012, vol. 86, # 2, p. 1575 - 1582
[2] Patent: CN105777611, 2016, A. Location in patent: Paragraph 0048; 0049
[3] Australian Journal of Chemistry, 1994, vol. 47, # 5, p. 903 - 912
[4] Journal of the Chemical Society. Perkin Transactions 2, 1997, # 3, p. 503 - 507
[5] Journal of the American Chemical Society, 2010, vol. 132, # 7, p. 2274 - 2283
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