1,3-Benzodioxole-5-carboxylic acid → (R)-N-(1-hydroxy-4-methylpentan-2-yl)benzo[d][1,3]dioxole-5-carboxamide

HRID 339317Notes

Reaction equation

HRID 339317 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.N[NH:14][C@@H:15]([CH2:20][OH:21])[CH2:16][CH:17]([CH3:19])[CH3:18]>>[OH:21][CH2:20][C@H:15]([NH:14][C:10]([C:8]1[CH:7]=[CH:6][C:5]2[O:1][CH2:2][O:3][C:4]=2[CH:9]=1)=[O:12])[CH2:16][CH:17]([CH3:19])[CH3:18]

Participants

3

Reactant 2

HCID 71961,3-Benzodioxole-5-carboxylic acidHCID 86597565(R)-aminoleucinol

Product 1

HCID 39364600(R)-N-(1-hydroxy-4-methylpentan-2-yl)benzo[d][1,3]dioxole-5-carboxamide

Procedure

Prepared in a similar manner to example 4 using benzo[d][1,3]dioxole-5-carboxylic acid and (R)-aminoleucinol. MS (M+H, 266.1)

Sources & evidence

ORD record
ord-aff9d08bb09e4079b7f694b19abf4fe4
Source dataset
uspto-grants-2014_11
Patent number
US08895050B2

Reaction notes

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