Hydrochloric Acid → HCID 131713699, compound

HRID 2418531Notes

Reaction equation

HRID 2418531 reaction equation
[C:1]([N:8](C)[C@H:9]([C:17]([NH:19][CH2:20][C:21]([O:23][C:24]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:25])=[O:22])=[O:18])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(OC(C)(C)C)=O.Cl>C(OCC)(=O)C>[NH:8]([CH3:1])[C@H:9]([C:17]([NH:19][CH2:20][C:21]([O:23][C:24]([C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)=[O:25])=[O:22])=[O:18])[CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131713698HCID 131713698, compound

Product 1

HCID 131713699HCID 131713699, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Condensation of BocMePheOH (5.0 g.) and HGlyOBz (3.75 g.) by the mixed anhydride method using isobutyl chloroformate gave BocMePhe-GlyOBz in 52% yield. De-t-butoxycarbonylation of BocMePhe-GlyOBz (2.0 g.) using hydrogen chloride in ethyl acetate gave HMePhe-GlyOBz in 95% yield.

Sources & evidence

ORD record
ord-396c790207e4463da8d00a677683fbc0
Source dataset
uspto-grants-1984_09
Patent number
US04472305

Reaction notes

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