Questions about the making of boc-amino acids into chlorine.
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Last Update: 2020-10-24
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Source: Internet
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Author: User
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Asked: read a lot of posts in the garden, about
amino acids
can be made into acetyl chloride on the base, some people say fmoc protection can also, but on hand only boc protection, so think of the next synthesis program, look at the finger point, is at low temperature (Possible ice water) boc-amino acids: socl2 s 1:1 (2:1) conditions, with toluene as a solvent, triacetamine as a fu acid slow drops to promote boc-amino acids to make acetyl chlorine, I hope you put forward suggestions, is it feasible? Thank you.
: Please note that EDC/DCC is not a catalyst, to add chemical metering, do not know what "limited reaction efficiency" means. Making acetyl chloride may not be easy to achieve. If you want to explore further, give the structure of the reaction, the conditions you have tried, and your own analysis.
: This idea is a bit contradictory. Your polymer can only dissolve in water. Boc-amino acids and your vision of "acrylic" are dissolved in
organic
solvents, the effect is the same, why want "acrylic". Suggest that you think again. Also, can DMSO or DMF dissolve your polymer and Boc-amino acids at the same time?
: SOCl2, ClCOCOCl and other methods of acetyl chlorine will produce HCl and other acidic gases adverse to acid-sensitive groups, can try a method of making acrylic in neutral conditions. CCl4-PPh3, the by-product produced only chloroform and oxyphosphorus, CNCl3-PPh3 with a higher reaction activity, the general acid in CH2Cl2, CH3CN and other solvents at room temperature conditions can become chloride in a few minutes. The reaction fluid of the above method can be reacted directly as acetyl chloride. Try a method of making acrylamide in neutral conditions CCl4-PPh3 Literature:
Preparation of Acyl Halides under Very Mild Conditions
John B. Lee
J. Am. Chem. Soc. 1966, 88, 3440-3441.
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