Phenoxyacetyl chloride → HCID 131725531, compound

HRID 1349179Notes

Reaction equation

HRID 1349179 reaction equation
[C:1]([O:5][N:6]=[C:7]1[CH2:11][NH:10][CH:9]([C:12]([OH:14])=O)[CH2:8]1)([CH3:4])([CH3:3])[CH3:2].[O:15]([CH2:22][C:23](Cl)=[O:24])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[CH:26]1([NH2:29])[CH2:28][CH2:27]1>>[C:1]([O:5][N:6]=[C:7]1[CH2:11][N:10]([C:23](=[O:24])[CH2:22][O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C@H:9]([C:12]([NH:29][CH:26]2[CH2:28][CH2:27]2)=[O:14])[CH2:8]1)([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 3

HCID 69703Phenoxyacetyl chlorideHCID 69828CyclopropylamineHCID 131726377HCID 131726377, compound

Product 1

HCID 131725531HCID 131725531, compound

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-tert-butoxycarbonyl)-4-(tert-butoxyimino)-2-pyrrolidinecarboxylic acid, phenoxyacetyl chloride, and cyclopropylamine the title compound was obtained in 73% purity by LC/MS. MS(ESI+): m/z=374.2.

Sources & evidence

ORD record
ord-26a0384c7a9d40bd8ceb0ee5ae60b40a
Source dataset
uspto-grants-2007_05
Patent number
US07211601B2

Reaction notes

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