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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Acetylvaline is an endogenous metabolite.
Synonyms: Acetylvaline
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Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 96-81-1 |
Formula : | C7H13NO3 |
M.W : | 159.18 |
SMILES Code : | [C@H](NC(C)=O)(C(C)C)C(=O)O |
Synonyms : |
Acetylvaline
|
MDL No. : | MFCD00066066 |
InChI Key : | IHYJTAOFMMMOPX-LURJTMIESA-N |
Pubchem ID : | 66789 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86% | L-Valine (200 g, 1.7 mol eq) is dissolved in water (500 mL) followed by the addition of NaOH (30%, 170 mL). The mixture is cooled to 0-5C followed by the addition of acetic anhydride (32 ml, 1.4 eq. ). Sodium hydroxide (30%, 34 mL) is added while keeping the temperature at 0-5C. Acetic anhydride and 30% NaOH alternate additions are repeated six time while keeping the temperature (acetic anhydride, 6 x 32 mL; 30% NaOH 6 x 34 mL). After all the additions are completed, the mixture is stirred for an additional two hours at 0C. Hydrochloric acid (32%, 380 mL) is added to lower the pH below 3 while keeping the temperature at 0C. The resulting slurry is granulated for 12 hours, filter and the cake washed with HCI (0.1 N, 100 mL). The wet N-acetyl-L-valine was dried to produce 233 g (86% yield). | |
Step 1. After compound 41-1 (470.6 mg, 4 mmol) in water (10 mL) was sonicated for 6 min, Ac20 was added over 4 min. The mixture was concentrated and the residue was dissolved in MeOH, filtered, concentrated to give crude 41-2 as a white solid (350 mg, 55%). 'H NMR DMSO-^ 400 MHz, delta 7 '.94 - 7.92 (d, J= 8.0 1 H), 4.10 - 4.08 (m, 1H), 2.01 - 1.99 (m, 1 H), 1.84 (s, 1 H), 0.83 - 0.80 (m, 6 H) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
On the other hand, substantially no catalytic activity was confirmed on the following substrates: N-acetyl-L-methionine; N-acetyl-L-valine; and N-acetyl-L-phenylalanine. | ||
Preferred examples of which include: N-acetyl glycine N-acetyl hydroxyproline N-acetyl alanine N-acetyl valine N-acetyl leucine N-acetyl isoleucine N-acetyl phenylalanine N-acetyl tyrosine N-acetyl proline ... | ||
Preferred mono N-acylated neutral amino acids include: ... N-acetyl hydroxyproline N-acetyl alanine N-acetyl valine N-acetyl leucine ... |
Examples of which include: ... N-acetyl hydroxyproline N-acetyl alanine N-acetyl valine N-acetyl leucine ... | ||
Preferred examples of which include: ... N-acetyl hydroxyproline N-acetyl alanine N-acetyl valine N-acetyl leucine ... | ||
Among the N-acetyl-DL-amino acids, N-acetyl-DL-tryptophan is especially useful as a substrate in producing D-tryptophan that is an industrially important compound. N-acetyl-DL-methionine N-acetyl-DL-valine N-acetyl-DL-tryptophan N-acetyl-DL-asparagine N-acetyl-DL-phenylalanine N-acetyl-DL-alanine N-acetyl-DL-leucine | ||
Examples of these include:Acetylated...N-acetyl-L-serine; N-acetyl-L-threonine; N-acetyl-L-tryptophan; N-acetyl-L-tyrosine; N-acetyl-L-valine.L-alanine amide, L-arginine amideN-formyl-L-methionine4-hydroxy-L-proline... |