Tert-Butylamine → Tert-butylammonium

HRID 1028850Notes

Reaction equation

HRID 1028850 reaction equation
N[C@@H](C(=O)N)CC[C:5]([NH:7][C@@H:8](C(O)=O)CC1C2C(=CC=CC=2)NC=1)=[O:6].[C:25]([NH2:29])([CH3:28])([CH3:27])[CH3:26].[CH3:30][NH:31][CH2:32][C@@H:33]([C@H:35]([C@@H:37]([C@@H:39]([CH2:41][OH:42])[OH:40])[OH:38])[OH:36])[OH:34].NC([CH2:49][OH:50])(CO)CO>O>[C:25]([NH3+:29])([CH3:28])([CH3:27])[CH3:26].[OH:34][CH2:33][N+:7]([CH2:49][OH:50])([CH2:5][OH:6])[CH3:8].[CH3:30][NH2+:31][CH2:32][CH:33]([OH:34])[CH:35]([OH:36])[CH:37]([OH:38])[CH:39]([OH:40])[CH2:41][OH:42]

Participants

8

Reactant 4

HCID 6385Tert-ButylamineHCID 6503Tris(hydroxymethyl)aminomethaneHCID 8567N-Methyl-D-glucamineHCID 66756032HCID 66756032, compound

Product 3

HCID 3833866Tert-butylammoniumHCID 4376753HCID 4376753, compoundHCID 4468930tris(hydroxymethyl)methylammonium

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

In another embodiment of the present invention, there is provided a process for preparing the organic amine salt of formula III, comprising: (a) reacting D-isoglutamyl-D-tryptophan in water with an organic amine in water wherein the organic amine is tert-butylamine or N-methylglucamine or tromethamine; and (b) concentrating the solution by co-evaporating with isopropanol; adding of acetone to cause the precipitate of the salt; recovering the precipitate thereof; and vacuum drying the product to obtain the organic ammonium salt of formula III wherein A is tert-butylammonium or tris(hydroxymethyl)methylammonium or methyl-(2,3,4,5,6-pentahydroxy-hexyl)-ammonium.

Workup

  1. customIn another embodiment of the present invention, there is provided a process
  2. concentrationand (b) concentrating the solution by co-evaporating with isopropanol
  3. additionadding of acetone
  4. customrecovering the precipitate
  5. customand vacuum drying the product

Sources & evidence

ORD record
ord-e4688699950d482f9f15522612a4505c
Source dataset
uspto-grants-2014_05
Patent number
US08735602B2

Reaction notes

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