Trolox → HCID 67263062, compound

HRID 1898680Notes

Reaction equation

[OH:1][C:2]1[C:3]([CH3:18])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH3:17])([C:14]([OH:16])=O)[CH2:6][CH2:5]2.C1N=CN(C(N2C=NC=C2)=O)C=1.[CH:31]1([CH2:34][NH2:35])[CH2:33][CH2:32]1>>[CH:31]1([CH2:34][NH:35][C:14]([C:7]2([CH3:17])[CH2:6][CH2:5][C:4]3[C:9](=[C:10]([CH3:13])[C:11]([CH3:12])=[C:2]([OH:1])[C:3]=3[CH3:18])[O:8]2)=[O:16])[CH2:33][CH2:32]1

Participants

Reactant 3

HCID 40634Trolox

HCID 682631,1'-Carbonyldiimidazole

HCID 75646Cyclopropanemethanamine

Product 1

HCID 67263062HCID 67263062, compoundYield 73%

Procedure

Following the amide coupling procedure described in protocol A, 502 mg 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (2.01 mmol), 356 mg CDI (2.20 mmol) and 158 mg cyclopropanemethylamine (2.22 mmol produced 445 mg of N-(cyclopropylmethyl)-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxamide as a clear colorless oil.

Sources & evidence

ORD record: ord-5f973e2ecc3849ab854dbfb8d0c3e46b
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08519001B2

Reaction notes

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