Isobutyl chloroformate → HCID 67015738, compound

HRID 1888739Notes

Reaction equation

HRID 1888739 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]([C:11]([OH:13])=O)[CH3:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(Cl)(=O)OCC(C)C.[NH2:22][C:23]1[CH:32]=[CH:31][C:26]([C:27]([O:29][CH3:30])=[O:28])=[CH:25][C:24]=1[OH:33]>>[C:1]([O:5][C:6]([NH:8][C@H:9]([C:11]([NH:22][C:23]1[CH:32]=[CH:31][C:26]([C:27]([O:29][CH3:30])=[O:28])=[CH:25][C:24]=1[OH:33])=[O:13])[CH3:10])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 3

HCID 62365Isobutyl chloroformateHCID 2684712-N-Boc-aminopropionic acidHCID 7020619Benzoic acid, 4-amino-3-hydroxy-, methyl ester

Product 1

HCID 67015738HCID 67015738, compoundYield 48%

Procedure

Using N-(tert-butoxycarbonyl)-D,L-alanine (3.74 g, 19.7 mmol), 2-methylpropyl chlorocarbonate (2.56 mL, 19.7 mmol) and methyl 4-amino-3-hydroxybenzoate (3.00 g, 19.7 mmol), a method in the same manner as in Reference Example 105 was performed, and the obtained residue was triturated with ethyl acetate to give the title compound (2.94 g, yield 48%).

Workup

  1. customthe obtained residue was triturated with ethyl acetate

Sources & evidence

ORD record
ord-31c11d57abc94c4eb802a22859b926f8
Source dataset
uspto-grants-2013_08
Patent number
US08501804B2

Reaction notes

Loading…