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Chemical Structure| 6306-52-1 Chemical Structure| 6306-52-1
Chemical Structure| 6306-52-1

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CAS No.: 6306-52-1

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H-Val-OMe·HCl is a valine derivative, commonly used in peptide synthesis and drug development.

Synonyms: H-Val-OMe.HCl

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Product Details of H-Val-OMe·HCl

CAS No. :6306-52-1
Formula : C6H14ClNO2
M.W : 167.63
SMILES Code : N[C@@H](C(C)C)C(OC)=O.[H]Cl
Synonyms :
H-Val-OMe.HCl
MDL No. :MFCD00012497
InChI Key :KUGLDBMQKZTXPW-JEDNCBNOSA-N
Pubchem ID :111190

Safety of H-Val-OMe·HCl

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

Application In Synthesis of H-Val-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.

  • Downstream synthetic route of [ 6306-52-1 ]

[ 6306-52-1 ] Synthesis Path-Downstream   1~11

  • 1
  • [ 6306-52-1 ]
  • [ 501-53-1 ]
  • [ 13139-28-1 ]
  • 2
  • [ 4474-86-6 ]
  • [ 6306-52-1 ]
  • [ 17460-89-8 ]
  • 3
  • [ 6306-52-1 ]
  • [ 116838-52-9 ]
  • (S)-2-(1-pyrrolyl)propionyl-L-valine methyl ester [ No CAS ]
  • 5
  • [ 6306-52-1 ]
  • [ 128376-65-8 ]
  • C18H26BNO4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran; at 20℃; for 72h;Molecular sieve;Product distribution / selectivity; A mixture of L-Valine methyl ester hydrochloride (548 mg), 4-(5,5-dimethyl- [1 ,3,2]dioxaborinan-2-yl)-benzaldehyde (476 mg) and molecular sieves in anhydrous THF (17 ml_) was stirred at room temperature for three days. Then, the mixture was cooled to O0C and a solution of NaBH3CN (155 mg) in dry MeOH (3 ml_) was added dropwise. The mixture was stirred at room temperature for 4 hours and the solids were removed by filtration. The filtrate was evaporated under vacuum to yield the desired product (632 mg) that was used in the next reaction without further purification.
  • 6
  • [ 6306-52-1 ]
  • [ 37091-73-9 ]
  • [ 1032629-90-5 ]
  • 7
  • [ 6306-52-1 ]
  • [ 198561-07-8 ]
  • [ 1417532-34-3 ]
  • 8
  • tetrabutylphosphonium alaninate [ No CAS ]
  • [ 6306-52-1 ]
  • [ 1115-74-8 ]
  • 9
  • [ 10601-99-7 ]
  • [ 6306-52-1 ]
  • C15H17NO3 [ No CAS ]
  • 10
  • [ 6306-52-1 ]
  • [ 23361-28-6 ]
  • [ 174881-62-0 ]
YieldReaction ConditionsOperation in experiment
45% With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25℃; for 20h; Compound 2 (0.450 g, 1.43 mmol) was dissolved in 4 mL DMF. To this was added HBTU (0.619 g, 1.63 mmol) and DIEA (0.48 mL, 2.73 mmol) to generate the activated ester. After 10 min, l-Valine methyl ester hydrochloride (0.23 g, 1.37 mmol) was added and the reaction mixture was stirred under nitrogen overnight. The reaction was diluted with EtOAc (20 mL) and an equal amount of sodium bicarbonate, washed with brine (6 * 20 mL), dried (MgSO4) and concentrated in vacuo. The crude product was subjected to column chromatography (Hexane/EtOAc, 2:3 v/v) yielding 8 as a white solid (0.26 g, 45%). 1H NMR (400 MHz, CDCl3) δ 7.21 (d, J = 8.4 Hz, 1H, 1 * P1-Val-NH), 5.25 (d, J = 9.3 Hz, 1H, 1 * P3-Val-carbamate-NH), 4.64-4.54 (m, 1H, 1 * P1-Val-αH), 4.42 (dd, J = 8.4, 5.1 Hz, 1H, 1 * P2-Pro-αH), 4.29 (dd, J = 9.4, 6.2 Hz, 1H, 1 * P3-Val-αH), 3.72 (s, 3H, OCH3), 3.78-3.66 (m, 1H, 1 * P2-Pro-δH), 3.64-3.54 (m, 1H, 1 * P2-Pro-δH), 2.40-2.28 (m, 1H, 1 * P1-Val-βH), 2.19-2.03 (m, 2H, 2 * P2-Pro-βH), 2.01-1.91 (m, 2H, 1 * P3-Val-βH and 1 * P2-Pro-γH), 1.88-1.75 (m, 1H, 1 * P2-Pro-γH), 1.42 (s, 9H, tButyl), 0.98 (d, J = 6.8 Hz, 3H, 3 * P1-Val-γH), 0.94-0.87 (m, 9H, 3 * P1-Val-γH and 6 * P3-Val-γH). 13C NMR (101 MHz, CDCl3) δ 172.58, 172.12, 170.92, 155.80, 79.56, 59.92, 57.54, 56.77, 52.04, 47.68, 31.43, 31.09, 28.32, 27.20, 25.15, 19.55, 18.94, 17.86, 17.40. ESI-MS (m/z): calcd for C21H37N3NaO6 (M + Na) m/z 450.2580 found 450.2540.
  • 11
  • [ 676448-17-2 ]
  • [ 6306-52-1 ]
  • C19H26N2O4 [ No CAS ]
 

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