H-D-ALLO-THR-OME HCL
- Product Name
- H-D-ALLO-THR-OME HCL
- CAS No.
- 60538-18-3
- Chemical Name
- H-D-ALLO-THR-OME HCL
- Synonyms
- H-D-allo-Thr-OMe;H-D-ALLO-THR-OME HCL;hydrochloride - [M87065];H-D-Allo-Thr-Ome Hydrochloride;D(-)-allo-Threonine Methyl ester HCl;Methyl D-allo-threoninate hydrochloride;methyl (2R,3R)-2-amino-3-hydroxybutanoate;H-D-allo-Threonine Methyl Ester Hydrochloride;D(-)-allo-Threonine methyl ester hydrochloride;D-allothreonine methyl ester hydrochloride salt
- CBNumber
- CB2237853
- Molecular Formula
- C5H12ClNO3
- Formula Weight
- 169.61
- MOL File
- 60538-18-3.mol
H-D-ALLO-THR-OME HCL Property
- Melting point:
- 95-97 °C
- storage temp.
- Sealed in dry,Room Temperature
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 260808
- Product name
- H-D-allo-Threonine methyl ester hydrochloride
- Packaging
- 250mg
- Price
- $350
- Updated
- 2021/12/16
- Product number
- A548560
- Product name
- H-D-allo-ThreonineMethylEsterHydrochloride
- Packaging
- 5g
- Price
- $825
- Updated
- 2021/12/16
- Product number
- X4361
- Product name
- H-D-allo-Threoninemethylesterhydrochloride
- Packaging
- 10g
- Price
- $885
- Updated
- 2021/12/16
- Product number
- AAA0010092
- Product name
- H-D-ALLO-THR-OME HYDROCHLORIDE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $896
- Updated
- 2021/12/16
- Product number
- 37616
- Product name
- H-D-allo-Thr-OMe?·HCl
- Packaging
- 1g
- Price
- $410
- Updated
- 2021/12/16
H-D-ALLO-THR-OME HCL Chemical Properties,Usage,Production
Uses
H-D-allo-Threonine Methyl Ester Hydrochloride is used to prepare inhibitors of hepatitis A virus 3C cysteine proteinase.
Synthesis
67-56-1
28954-12-3
39994-75-7
General procedure for the synthesis of L-threonine methyl ester hydrochloride from methanol and (2S,3S)-2-amino-3-hydroxybutanoic acid: a mixture of (2S,3S)-2-amino-3-hydroxybutanoic acid (5.4 g, 24.6 mmol) and 6N HCl (60 mL) was refluxed for 5 hours. After completion of the reaction, it was cooled to room temperature and extracted with ether (3 x 70 mL) to remove the by-product benzoic acid. The aqueous phase was concentrated to dryness under reduced pressure and the residue was dried overnight under high vacuum to give crude allo-L-threonine. Methanol (25 mL) was cooled to 0 °C and thionyl chloride (1.80 mL, 25.2 mmol) was added slowly and dropwise. Crude allo-L-threonine was added to the above prepared HCl methanol solution and the reaction mixture was heated to reflux for 1 hour. After removing the solvent under reduced pressure, another batch of HCl methanol solution prepared by the same method was added and heated and refluxed again for 1 hour. The solvent was finally removed under reduced pressure to give allo-L-threonine methyl ester hydrochloride (4.15 g, 98% overall yield in two steps) as a red solid. The product was identified by 1H NMR (300 MHz, CD3OD): δ1.27 (d, J=6.6 Hz, 3H), 4.03 (d, J=3.3 Hz, 1H), 4.27-4.33 (m, 1H); 13C NMR (75 MHz, CD3OD): δ17.13,58.17,65.11,167.62; MS ( ESI, positive): m/z 134 [M+H]+.
References
[1] Journal of Organic Chemistry, 2002, vol. 67, # 5, p. 1536 - 1547
[2] Helvetica Chimica Acta, 1957, vol. 40, p. 1531,1544
[3] Journal of Organic Chemistry, 1997, vol. 62, # 21, p. 7364 - 7375
[4] Journal of Organic Chemistry, 2003, vol. 68, # 26, p. 10046 - 10057
[5] Journal of the American Chemical Society, 2007, vol. 129, # 18, p. 6017 - 6021
H-D-ALLO-THR-OME HCL Preparation Products And Raw materials
Raw materials
Preparation Products
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