Pivaloyl chloride → HCID 69584924, compound

HRID 2212450Notes

Reaction equation

[C:1]([O:4][CH2:5][O:6][C:7](=[O:31])[C:8]([NH:29][NH2:30])([CH3:28])[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([O:19]CC)=O)=[C:12]([O:22][C:23]([O:25]CC)=O)[CH:11]=1)(=[O:3])[CH3:2].C[C:33]([CH3:38])([CH3:37])[C:34](Cl)=O>>[C:1]([O:4][CH2:5][O:6][C:7](=[O:31])[C@:8]([NH:29][NH2:30])([CH3:28])[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17](=[O:19])[C:33]([CH3:38])([CH3:37])[CH3:34])=[C:12]([O:22][C:23](=[O:25])[C:8]([CH3:28])([CH3:9])[CH3:7])[CH:11]=1)(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 62493Pivaloyl chloride

HCID 69585130HCID 69585130, compound

Product 1

HCID 69584924HCID 69584924, compound

Procedure

Following the procedure for preparation of compound 101, and substituting ethyl chloroformate with 2,2-dimethylpropionyl chloride, provided the title compound. 1H NMR (CD3OD, 400 MHz): δ 1.33 (s, 9H), 1.34 (s, 9H), 1.46 (s, 3H), 2.12 (s, 3H), 3.08 (dd, 2H), 5.83 (dd, 2H), 7.05–7.12 (m, 3H). MS (ESI) m/z 467.35 (M+H+).

Sources & evidence

ORD record: ord-5d2c5cc96db748638a2d1f2249dbb1a4
Source dataset: uspto-grants-2006_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07101912B2

Reaction notes

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