Reaction #1885027

ord-3e9d44068e134777a024fb5e1d44a96d

Reaction equation

CC(C)(C)OC(=O)CC[C@H](NC(=O)OC(C)(C)C)C(=O)N[C@@H](CCC(=O)OC(C)(C)C)C(=O)ON1C(=O)CCC1=O
Boc-Glu(OtBu)-Glu(OtBu)-OSu
COc1ccc2c3c1O[C@H]1C(=O)CC[C@H]4[C@@H](C2)N(C)CC[C@]314.N[C@@H](CCC(=O)O)C(=O)O
Glu Hydrocodone
→
COc1ccc2c3c1O[C@H]1C(=O)CC[C@H]4[C@@H](C2)N(C)CC[C@]314.N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)O
Glu-Glu-Glu Hydrocodone

Reactants

CC(C)(C)OC(=O)CC[C@H](NC(=O)OC(C)(C)C)C(=O)N[C@@H](CCC(=O)OC(C)(C)C)C(=O)ON1C(=O)CCC1=O
Boc-Glu(OtBu)-Glu(OtBu)-OSu
—
amino acid
COc1ccc2c3c1O[C@H]1C(=O)CC[C@H]4[C@@H](C2)N(C)CC[C@]314.N[C@@H](CCC(=O)O)C(=O)O
Glu Hydrocodone

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Glu-Glu-Glu-Hydrocodone was prepared by a similar method to Example 41 except the amino acid starting material was Boc-Glu(OtBu)-Glu(OtBu)-OSu and the conjugate starting material was Glu-Hydrocodone.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08343927B2uspto-grants-2013_01