Acetic Acid → HCID 22796377, compound

HRID 596805Notes

Reaction equation

HRID 596805 reaction equation
O.C(OC([NH:9][C@H:10]([C:21]([NH:23][C@H:24]([C:29]([NH:31][C@H:32]([C:37]([NH:39][C@@H:40]([C:42]([NH2:44])=[O:43])[CH3:41])=[O:38])[CH2:33][C:34](=[O:36])[OH:35])=[O:30])[CH2:25][CH2:26][S:27][CH3:28])=[O:22])[CH2:11][C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[NH:14][CH:13]=1)=O)(C)(C)C.C(O)(=O)C.SCCO.[ClH:53]>O1CCOCC1>[ClH:53].[NH2:9][C@H:10]([C:21]([NH:23][C@H:24]([C:29]([NH:31][C@H:32]([C:37]([NH:39][C@@H:40]([C:42]([NH2:44])=[O:43])[CH3:41])=[O:38])[CH2:33][C:34](=[O:35])[OH:36])=[O:30])[CH2:25][CH2:26][S:27][CH3:28])=[O:22])[CH2:11][C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[NH:14][CH:13]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 15672-MercaptoethanolHCID 22796420HCID 22796420, compound

Product 1

HCID 22796377HCID 22796377, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

to a solution of N-t-butoxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-D-alanine amide hydrate in 11.6 parts by volume glacial acetic acid and 0.12 part by volume 2-mercaptoethanol is added 5.8 parts by volume of a 6.04 M solution of hydrochloric acid in dioxane. After stirring for approximately five minutes, the solvent is removed under reduced pressure. The residue is triturated with ethyl ether, filtered and vacuum-dried to afford L-tryptophanyl-L-methionyl-L-aspartyl-D-alanine amide hydrochloride. This compound is represented by the following formula.

Workup

  1. customthe solvent is removed under reduced pressure
  2. customThe residue is triturated with ethyl ether
  3. filtrationfiltered
  4. customvacuum-dried

Sources & evidence

ORD record
ord-bb0fdf04d2ad49dba6978a7a07317794
Source dataset
uspto-grants-1977_03
Patent number
US04012367

Reaction notes

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