Hydrochloric Acid → benzyl L-alanyl-D-isoglutaminate hydrochloride

HRID 2082685Notes

Reaction equation

HRID 2082685 reaction equation
C(OC([NH:8][C@H:9]([C:11]([NH:13][C@@H:14]([C:27](=[O:29])[NH2:28])[CH2:15][CH2:16][C:17]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:18])=[O:12])[CH3:10])=O)(C)(C)C.[ClH:30].CCOCC>C(OCC)(=O)C>[ClH:30].[NH2:8][C@H:9]([C:11]([NH:13][C@@H:14]([C:27](=[O:29])[NH2:28])[CH2:15][CH2:16][C:17]([O:19][CH2:20][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)=[O:18])=[O:12])[CH3:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 7289350Boc-ala-D-glu(obzl)-NH2

Product 1

HCID 12873810benzyl L-alanyl-D-isoglutaminate hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 0.406 g of benzyl t-butyloxycarbonyl-L-alanyl-D-isoglutaminate (7, n = 2, X1 = L-alanyl) at 22° C there is added 5 ml of a saturated solution of hydrogen chloride in ethyl acetate. After 10 minutes, 40 ml of ether is added and the precipitated salt is collected by centrifugation and carefully dried in vacuo to give 0.325 g of benzyl L-alanyl-D-isoglutaminate hydrochloride (10, n = 2, X1 = L-alanyl).

Workup

  1. customthe precipitated salt is collected by centrifugation
  2. customcarefully dried in vacuo

Sources & evidence

ORD record
ord-e708dae2c93d4254aa82133d0860208f
Source dataset
uspto-grants-1978_04
Patent number
US04082735

Reaction notes

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