Dimethyl acetylenedicarboxylate → HCID 10639746, compound

HRID 2277112Notes

Reaction equation

HRID 2277112 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10].[C:14]([O:22][CH3:23])(=[O:21])[C:15]#[C:16][C:17]([O:19][CH3:20])=[O:18]>>[C:9]([O:8][C:7]([NH:6][C:2]1[CH:3]=[CH:4][C:5]([OH:1])=[C:16]([C:17]([O:19][CH3:20])=[O:18])[C:15]=1[C:14]([O:22][CH3:23])=[O:21])=[O:13])([CH3:12])([CH3:11])[CH3:10]

Participants

3

Reactant 2

HCID 12980Dimethyl acetylenedicarboxylateHCID 317628Tert-butyl n-(2-furyl)carbamate

Product 1

HCID 10639746HCID 10639746, compound

Procedure

reacting tert-butyl furan-2-ylcarbamate with dimethyl but-2-ynedioate via the Diels-Alder reaction to form dimethyl 3-(tert-butoxycarbonylamino)-6-hydroxyphthalate;

Workup

  1. customvia the Diels-Alder reaction

Sources & evidence

ORD record
ord-826eb9d9f9544c9e9d212fa664527e33
Source dataset
uspto-grants-2015_09
Patent number
US09133161B2

Reaction notes

Loading…