Diisopropylethylamine → HCID 57945056, compound

HRID 1365020Notes

Reaction equation

HRID 1365020 reaction equation
[NH2:1][C@@H:2]([C:7]([CH3:10])([CH3:9])[CH3:8])[C:3]([O:5][CH3:6])=[O:4].CCN(C(C)C)C(C)C.[C:20]12([N:30]=[C:31]=[O:32])[CH2:29][CH:24]3[CH2:25][CH:26]([CH2:28][CH:22]([CH2:23]3)[CH2:21]1)[CH2:27]2>C(Cl)Cl>[CH3:6][O:5][C:3](=[O:4])[C@@H:2]([NH:1][C:31]([NH:30][C:20]12[CH2:29][CH:24]3[CH2:23][CH:22]([CH2:28][CH:26]([CH2:25]3)[CH2:27]1)[CH2:21]2)=[O:32])[C:7]([CH3:10])([CH3:9])[CH3:8]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 20599951-IsocyanatoadamantaneHCID 11309583Methyl L-tert-leucinate

Product 1

HCID 57945056HCID 57945056, compoundYield 59.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of (S)-methyl 2-amino-3,3-dimethylbutanoate (200 mg, 1.377 mmol) and DIEA (0.481 mL, 2.75 mmol) in DCM (2 mL) solution was added 1-adamantyl isocyanate (334 mg, 1.515 mmol). The reaction mixture was stirred at rt overnight. The compound was purified by silica gel column chromatography (20% EtOAc/80% hexane) to give a white solid (265 mg, 59%) as product.

Workup

  1. customThe compound was purified by silica gel column chromatography (20% EtOAc/80% hexane)

Sources & evidence

ORD record
ord-2db94f317fd34432b1abb4e9cb5a8ccc
Source dataset
uspto-grants-2011_02
Patent number
US07888464B2

Reaction notes

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