HCID 21964619, compound → HCID 69585137, compound

HRID 2212456Notes

Reaction equation

HRID 2212456 reaction equation
[C:1]([CH2:4][O:5][C:6](=[O:20])[C@:7]([NH:18][NH2:19])([CH3:17])[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[C:11]([OH:16])[CH:10]=1)(O)=O.Cl[CH2:22][C:23]1[CH:24]=[C:25]([CH:40]=CC=1)[C:26]([O:28]CC1C=CC(OC)=CC=1OC)=[O:27]>>[OH:16][C:11]1[CH:10]=[C:9]([CH2:8][C@@:7]([NH:18][NH2:19])([CH3:17])[C:6]([O:5][CH2:4][C:1]2[CH:40]=[C:25]([CH:24]=[CH:23][CH:22]=2)[C:26]([OH:28])=[O:27])=[O:20])[CH:14]=[CH:13][C:12]=1[OH:15]

Participants

3

Reactant 2

HCID 21964619HCID 21964619, compoundHCID 69584869HCID 69584869, compound

Product 1

HCID 69585137HCID 69585137, compoundYield 26%

Procedure

Following the procedure described for preparation of compound 229, and substituting tert-butyl bromomethyl acetate with 2,4-dimethoxybenzyl m-chloromethyl-benzoate, provided the title compound (26% over 2 steps) as a white solid. 1H NMR (400 MHz, CD3OD): δ1.42 (3H, s), 2.79 (1H, d), 2.90 (1H, d), 5.2 (2H, m), 6.35 (1H, dd), 6.56 (1H, d); 6.60 (1H, d), 7.45 (2H, m), 7.97 (2H, m). MS (ESI) m/z 361.15 (M+H+) and 359.17 (M−H−).

Sources & evidence

ORD record
ord-5cb62e83cedd471ca4db7abf9d8a9ce5
Source dataset
uspto-grants-2006_09
Patent number
US07101912B2

Reaction notes

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