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Chemical Structure| 2491-18-1 Chemical Structure| 2491-18-1
Chemical Structure| 2491-18-1

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H-Met-OMe·HCl is a methionine derivative, commonly used in biochemical research and drug synthesis.

Synonyms: L-Methionine methyl ester hydrochloride

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Product Details of H-Met-OMe·HCl

CAS No. :2491-18-1
Formula : C6H14ClNO2S
M.W : 199.70
SMILES Code : N[C@@H](CCSC)C(OC)=O.[H]Cl
Synonyms :
L-Methionine methyl ester hydrochloride
MDL No. :MFCD00012491
InChI Key :MEVUPUNLVKELNV-JEDNCBNOSA-N
Pubchem ID :11435579

Safety of H-Met-OMe·HCl

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of H-Met-OMe·HCl

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 2491-18-1 ]
  • Downstream synthetic route of [ 2491-18-1 ]

[ 2491-18-1 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 108-24-7 ]
  • [ 2491-18-1 ]
  • [ 35671-83-1 ]
YieldReaction ConditionsOperation in experiment
94% at 20℃; Cooling with ice In a typical reaction, 73 mL of acetic anhydride (780 mmol) and 63 mL pyridine (780 mmol) were combined in a round-bottomed flask and chilled on ice. After 5-10 min, 8.6 g (100 mmol) l-methionine methyl ester HCl were added and the reaction mixture was allowed to slowly return to room temperature overnight. The next morning, the reaction was quenched with cold water and extracted four times with 75 mL of methylene chloride. The extracts were then rinsed three times each with 1 M HCl, saturated sodium bicarbonate solution, and water. The extracts were then dried over MgSO4, filtered, and evaporated under reduced pressure, yielding a yellow oil which crystallized upon standing. The crude product was recrystallized in ethyl ether at -20 °C. Crystals (19.3 g, 94 mmol, 94percent) were isolated by vacuum filtration. Mp = 41.7-42.4 °C. 1H NMR ([2H]-chloroform, TMS = 0.0 ppm): δ 1.86-2.20 (m, 2H), δ 2.00 (s, 3H), δ 2.05 (s, 3H), δ 2.45-2.60 (m, 2H), δ 3.75 (s, 3H), δ 4.62-4.70 (m, 1H), δ 6.13-6.19 (bd, 1H).
References: [1] Tetrahedron Asymmetry, 2011, vol. 22, # 3, p. 283 - 293.
[2] Chemical and pharmaceutical bulletin, 1986, vol. 34, # 3, p. 986 - 998.
 

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