2-Aminomethyl-4,4,8-trimethyl-nonanoic acid → 3-Amino-2-[1-(4-methyl-pentyl)-cyclopropylmethyl]-propionic Acid

Reaction equation

[NH2:1][CH2:2][CH:3]([CH2:7][C:8]([CH3:16])([CH3:15])[CH2:9][CH2:10][CH2:11][CH:12]([CH3:14])[CH3:13])[C:4]([OH:6])=[O:5].NCC(CCCCCC(C)C)C(O)=O.C1(C(OC2C(C(C)(C)C)=CC(C)=CC=2C(C)(C)C)=O)CC1>>[NH2:1][CH2:2][CH:3]([CH2:7][C:8]1([CH2:9][CH2:10][CH2:11][CH:12]([CH3:13])[CH3:14])[CH2:15][CH2:16]1)[C:4]([OH:6])=[O:5]

Participants

Reactant 3

HCID 103079982-Aminomethyl-4,4,8-trimethyl-nonanoic acid

HCID 13676039Cyclopropanecarboxylic acid 2,6-di-tert-butyl-4-methyl-phenyl ester

HCID 219434912-Aminomethyl-8-methyl-nonanoic acid

Product 1

HCID 101491443-Amino-2-[1-(4-methyl-pentyl)-cyclopropylmethyl]-propionic Acid

Procedure

A procedure similar to that of 2-Aminomethyl-4,4,8-trimethyl-nonanoic acid was utilized to prepare 2-Aminomethyl-8-methyl-nonanoic acid from 2,6-di-t-butyl-4-methylphenyl cyclopropylcarboxylate. m/z 228.2 (M+).

Sources & evidence

ORD record: ord-8743dded9b874787bbadeeca41e9fa31
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07419981B2

Reaction notes

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