D-Norvaline → N-Cbz-norvaline amide

HRID 330126Notes

Reaction equation

HRID 330126 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@@H](C(O)=O)CCC)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:19][C@@H:20]([C:24]([OH:26])=O)[CH2:21][CH2:22][CH3:23].CC1(C)[C@@H](O)C(C)(C)[C@@H]1N>>[C:9]([NH:11][C:24](=[O:26])[C@H:20]([CH2:21][CH2:22][CH3:23])[NH2:19])([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:10]

Participants

4

Reactant 3

HCID 439575D-NorvalineHCID 10106192Z-D-Nva-OHHCID 178427886HCID 178427886, compound

Product 1

HCID 86739099N-Cbz-norvaline amide

Procedure

N-Benzyloxycarbonyl-D-norvaline (0.1 mole), prepared from commercial D-norvaline by the procedure of Example 19, is reacted with cis/trans 2,2,4,4-tetramethyl-3-hydroxycyclobutylamine by the method of Example 20, Part A, to provide the N-Cbz-norvaline amide.

Sources & evidence

ORD record
ord-dc6371ae405e4582adb97cb687340f62
Source dataset
uspto-grants-1990_01
Patent number
US04894464

Reaction notes

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