t-butoxycarbonyl-2,6-dimethyl-D,L-tyrosyl-D-alanine, methyl ester → N-[(1,1-dimethylethoxy)carbonyl]-2,6-dimethyl-tyrosyl-D-alanine

HRID 4763Notes

Reaction equation

HRID 4763 reaction equation
[CH3:1][C:2]([CH3:28])([O:4][C:5]([NH:7][CH:8]([C:19]([NH:21][C@@H:22]([C:24]([O:26]C)=[O:25])[CH3:23])=[O:20])[CH2:9][C:10]1[C:15]([CH3:16])=[CH:14][C:13]([OH:17])=[CH:12][C:11]=1[CH3:18])=[O:6])[CH3:3]>C(Cl)(Cl)Cl>[CH3:28][C:2]([CH3:1])([O:4][C:5]([NH:7][C@H:8]([C:19]([NH:21][C@@H:22]([C:24]([OH:26])=[O:25])[CH3:23])=[O:20])[CH2:9][C:10]1[C:15]([CH3:16])=[CH:14][C:13]([OH:17])=[CH:12][C:11]=1[CH3:18])=[O:6])[CH3:3]

Participants

3

Reactant 1

HCID 14620778t-butoxycarbonyl-2,6-dimethyl-D,L-tyrosyl-D-alanine, methyl ester

Product 1

HCID 13656701N-[(1,1-dimethylethoxy)carbonyl]-2,6-dimethyl-tyrosyl-D-alanine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared by the methods of Example 9 using diastereomer F of the title compound of Example 6. [α]D -21.7 (CHCl3)

Sources & evidence

ORD record
ord-49bfa957cdb54d11874d4d10e9a37feb
Source dataset
uspto-grants-1988_02
Patent number
US04727189

Reaction notes

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