18-[[(1R)-4-[2-[2-[2-[2-[2-[2-[[(5S)-5-[[(2S)-2-[[(2S)-2-[[(2S)-5-amino-2-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3R)-2-[[(2S)-2-[[(2S,3R)-2-[[2-[[(2S)-2-[[2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-2-methylpropanoyl]amino]-4-carboxybutanoyl]amino]acetyl]amino]-3-hydroxybutanoyl]amino]-3-phenylpropanoyl]amino]-3-hydroxybutanoyl]amino]-3-hydroxypropanoyl]amino]-3-carboxypropanoyl]amino]-3-methylbutanoyl]amino]-3-hydroxypropanoyl]amino]-3-hydroxypropanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-4-methylpentanoyl]amino]-4-carboxybutanoyl]amino]acetyl]amino]-5-oxopentanoyl]amino]propanoyl]amino]propanoyl]amino]-6-[[(2S)-1-[[(2S)-1-[[(2S,3S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-5-carbamimidamido-1-[[2-[[(2S)-5-carbamimidamido-1-(carboxymethylamino)-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-1-oxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-4-carboxy-1-oxobutan-2-yl]amino]-6-oxohexyl]amino]-2-oxoethoxy]ethoxy]ethylamino]-2-oxoethoxy]ethoxy]ethylamino]-1-carboxy-4-oxobutyl]amino]-18-oxooctadecanoic acid
This stuff might look like a bitch to make but it's actually quite easy, let's break down each step
INTRO:
Peptides are chains of amino acids linked by peptide bonds, formed through the coupling of the carboxyl group of one amino acid with the amino group of another. The process is as meticulous as it is rewarding, involving protective groups and unprotecting groups just like racist white culture
To break it down, you’ll need:
Amino Acids: see above
Protecting Groups: These guys are your safety net. Think of them as chemical camouflage—covering the amine and carboxylic functionalities to prevent unwanted reactions during the coupling process. Common choices include Boc (tert-butyloxycarbonyl) and Fmoc (9-fluorenylmethoxycarbonyl).
COUPLING REAGENTS:
HOBT (1-Hydroxybenzotriazole): A trusty sidekick, HOBT helps activate the carboxyl group.
DIC (Diisopropylcarbodiimide): Your coupling agent of choice, DIC facilitates the formation of an O-acylisourea intermediate.
SYNTHESIS STEPS:
1. Protection of Amino Acids:
Boc or Fmoc for amines.
Methyl or ethyl esters for carboxyls.
2. Activation of Carboxylic Acids: Now it’s time to activate the carboxylic acid of your first amino acid. Mix it with DIC and HOBT in a solvent like DMF. your carboxylic acid transforms into an activated ester.
3. First Coupling Reaction: Introduce the activated carboxylic acid to the amine of the next protected amino acid. Stir that concoction at room temperature for a few hours. When it’s done, you’ll have your first peptide bond formed.
4. Deprotection: Now, remove the protecting group from the newly formed peptide. If you used Boc, hit it with TFA. If it’s Fmoc, a base like piperidine will do the trick.
5. Repeat the Coupling Steps: Rinse and repeat. For each subsequent amino acid in your sequence, activate the carboxylic acid, couple it to the growing peptide chain, and purify after each step.
6. Final Deprotection: Once you’ve strung together all your amino acids, remove any remaining protecting groups using the same methods as before.
IT"S JUST LIKE THAT ONE MDMA PROCEDURE BUT WITH AMINO ACIDS INSTEAD OF ILLEGAL DRUGS FOLX!!!!
If the protected N-triflouroacetyl-catechol-amine is used, then do not increase the amount of NaOH in the reaction; instead, use the original 27.6g (0.6m). Proceed as instructed above. After the completion of the reaction, isolate the N-triflouroacetyl -MDA or -MDMA through evaporation of the methylene chloride and proceed to the following deprotection step:
A solution of 5.12mm of protected amine in 110ml of 2-propanol (IPA, isopropylalcohol, rubbing alcohol)was vigorously stirred while 10ml of 2N KOH was added, and the mixture was heated at relux for 5h. After cooling, the solvent was removed by rotary evaporation. The residue was taken up into 150ml of 3N NaOH and the aqueous solution was extracted with CH2Cl2 (4 tms 50ml). The organic fractions were combined and then extracted with 4 tms 50ml of 3N HCl. The acidic aqueous extracts were combined and then basified 5N NaOH to pH 11 (external damp pH paper) while cooling on an ice bath. The free amine was extracted into CH2Cl2 (4 tms 25ml)and the organic phase dried (MgSO4), enhancemented through Celite, and concentrated on the rotary evaporator. The residual yellow oil was dissolved in 15ml of anhydrous ether, and the hydrochloride salt was formed by the addition of 6ml of 1.0 N HCl in anhydrous ethanol. After removal of the volatiles by rotary evaporation, the resulting white solid was recrystallized from ethanol-hexane to yield ~78% of white crystalline MDA or MDMA.
ref:
https://erowid.org/archive/rhodium/chemistry/eugenol.mdma.html Lange, J. Org. Chem., Vol 27, 2037-2039 (1962)
Pearl & Beyer, J. Am. Chem. Soc., 75, 2630 (1953)
Andersson, Synthesis 437 (1985)
J. Chem. Res. (S), No 6, 394-395 (1999)
Bashall and Collins, Tet. Lett. (40), 5489 (1975)
Brit. Pat. 1,518,064
Bonthrone and Cornforth, J. Chem. Soc. (C) 1202 (1969)
Tetrahedron 44(21), 6677-6680 (1988)
J.H. Clark. H.L. Holland, J.M. Miller, Tetrahedron Lett. (38), 3361-3364 (1976)
J. Am. Chem. Soc. 117(48), 11906-11913 (1995)
P. Kraft and W. Eichenberger, Eur. J. Org. Chem. 3735-3743 (2003); P. Kraft, Eur. Pat. 1,136,481;
A.M. Bernard, M. R. Ghiani, P. P. Piras, A. Rivoldini, Synthesis 287-289 (1989)
