Phenoxyacetyl chloride → HCID 131725531, compound

HRID 1745186Notes

Reaction equation

C(O[C:6]([N:8]1[CH2:12][C:11](=[N:13][O:14][C:15]([CH3:18])([CH3:17])[CH3:16])[CH2:10][C@H:9]1[C:19]([OH:21])=O)=[O:7])(C)(C)C.[O:22]([CH2:29]C(Cl)=O)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[CH:33]1([NH2:36])[CH2:35][CH2:34]1>>[C:15]([O:14][N:13]=[C:11]1[CH2:12][N:8]([C:6](=[O:7])[CH2:29][O:22][C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[C@H:9]([C:19]([NH:36][CH:33]2[CH2:35][CH2:34]2)=[O:21])[CH2:10]1)([CH3:16])([CH3:17])[CH3:18]

Participants

Reactant 3

HCID 69703Phenoxyacetyl chloride

HCID 69828Cyclopropylamine

HCID 131725425(2S,4EZ)-1-(tertbutoxycarbonyl)-4-(tert-butoxyimino)-2-pyrrolidinecarboxylic acid

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-f6d9358caf514b01a1f5ff9fa969f070
Source dataset: uspto-grants-2006_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07018988B2

Reaction notes

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