1-Bromo-2-butyne → Methyl 2-[bis-(tert-butyoxycarbonyl)amino]-6-(but-2-ynyloxy)benzoate

HRID 927941Notes

Reaction equation

HRID 927941 reaction equation
CC(C)(C)C(N[C:6]1[CH:15]=CC=C(OCC#C)[C:7]=1[C:8](OC)=O)=O.[C:22]([O:26][C:27]([N:29]([C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[C:30]1[CH:39]=[CH:38][CH:37]=[C:36]([OH:40])[C:31]=1[C:32]([O:34][CH3:35])=[O:33])=[O:28])([CH3:25])([CH3:24])[CH3:23].BrCC#CC>>[C:22]([O:26][C:27]([N:29]([C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[C:30]1[CH:39]=[CH:38][CH:37]=[C:36]([O:40][CH2:15][C:6]#[C:7][CH3:8])[C:31]=1[C:32]([O:34][CH3:35])=[O:33])=[O:28])([CH3:24])([CH3:25])[CH3:23]

Participants

4

Reactant 3

HCID 27568621-Bromo-2-butyneHCID 71006903Methyl 2-[bis-(tert-butyoxycarbonyl)amino]-6-hydroxybenzoate2×HCID 86713295Methyl 2-(2,2-dimethylpropionylamino)-6-(prop-2-ynyloxy)benzoate

Product 1

HCID 90086596Methyl 2-[bis-(tert-butyoxycarbonyl)amino]-6-(but-2-ynyloxy)benzoate

Procedure

Prepared by proceeding in a similar manner to Intermediate 46, starting from methyl 2-[bis-(tert-butyoxycarbonyl)amino]-6-hydroxybenzoate (Intermediate 55) and 1-bromobut-2-yne

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-f7338b1ac84349d0a4728c36a313430f
Source dataset
uspto-grants-2016_03
Patent number
US09290472B2

Reaction notes

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