1,3-Benzodioxole-5-carboxylic acid → (R)-methyl 2-(benzo[d][1,3]dioxole-6-carboxamido)-3-methylbutanoate

HRID 1644027Notes

Reaction equation

HRID 1644027 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]([OH:12])=O)=[CH:9][C:4]=2[O:3][CH2:2]1.[NH2:13][C@H:14]([CH:19]([CH3:21])[CH3:20])[C:15]([O:17][CH3:18])=[O:16]>>[O:3]1[C:4]2[CH:9]=[C:8]([C:10]([NH:13][C@H:14]([CH:19]([CH3:21])[CH3:20])[C:15]([O:17][CH3:18])=[O:16])=[O:12])[CH:7]=[CH:6][C:5]=2[O:1][CH2:2]1

Participants

3

Reactant 2

HCID 71961,3-Benzodioxole-5-carboxylic acidHCID 2305648(R)-methyl 2-amino-3-methylbutanoate

Product 1

HCID 57527948(R)-methyl 2-(benzo[d][1,3]dioxole-6-carboxamido)-3-methylbutanoateYield 50%

Procedure

Prepared in a similar manner to example 4 using benzo[d][1,3]dioxole-5-carboxylic acid and (R)-methyl 2-amino-3-methylbutanoate. Yield: 50%. MS (M+H, 280.1).

Sources & evidence

ORD record
ord-b743b1c2e5a946eab039b5c87469d69b
Source dataset
uspto-grants-2012_02
Patent number
US08124121B2

Reaction notes

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