Hydrochloric Acid → HCID 178479382, compound

HRID 1497559Notes

Reaction equation

HRID 1497559 reaction equation
C(OC([NH:8][C:9](=[N:51]C(OC(C)(C)C)=O)[NH:10][C:11]1[CH:50]=[CH:49][C:14]([C:15]([O:17][C:18]2[CH:23]=[CH:22][C:21]([CH2:24][C:25]([NH:27][C@H:28]([C:41]([O:43]C(C)(C)C)=[O:42])[CH2:29][C:30]3[CH:35]=[CH:34][C:33]([O:36]C(C)(C)C)=[CH:32][CH:31]=3)=[O:26])=[C:20]([Cl:48])[CH:19]=2)=[O:16])=[CH:13][CH:12]=1)=O)(C)(C)C.Cl>O1CCOCC1>[ClH:48].[NH:10]([C:11]1[CH:12]=[CH:13][C:14]([C:15]([O:17][C:18]2[CH:23]=[CH:22][C:21]([CH2:24][C:25]([NH:27][C@H:28]([C:41]([OH:43])=[O:42])[CH2:29][C:30]3[CH:35]=[CH:34][C:33]([OH:36])=[CH:32][CH:31]=3)=[O:26])=[C:20]([Cl:48])[CH:19]=2)=[O:16])=[CH:49][CH:50]=1)[C:9]([NH2:51])=[NH:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178454292HCID 178454292, compound

Product 1

HCID 178479382HCID 178479382, compoundYield 171.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To tert-butyl N-{[4-({4-[N′,N″-bis(tert-butoxycarbonyl)carbamimidamido]benzoyl}oxy)-2-chlorophenyl]acetyl}-O-tert-butyl-L-tyrosinate (210 mg) was added a 4 M solution of hydrogen chloride in dioxane (6.38 mL), followed by stirring overnight. The reaction mixture was concentrated under reduced pressure to obtain N-({4-[(4-carbamimidamidobenzoyl)oxy]-2-chlorophenyl}acetyl)-L-tyrosine hydrochloride (120 mg).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-afc88aca965843a383b9fbfd6afa398d
Source dataset
uspto-grants-2015_12
Patent number
US09199927B2

Reaction notes

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