Methyl 4-(2-aminoethyl)benzoate → N-(2-[4-Carbomethoxyphenyl]-1,1-dimethylethyl)-2-hydroxy-2-(4-benzyloxy-3-hydroxymethylphenyl)-ethanamine

HRID 1633095

Reaction equation

HRID 1633095 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([CH:17]=O)=[O:16])=[CH:11][C:10]=1[CH2:19][OH:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(C1C=CC(CCN)=CC=1)(OC)=O.[C:34]([C:38]1[CH:43]=[CH:42][C:41]([CH2:44][C:45]([CH3:48])([CH3:47])[NH2:46])=[CH:40][CH:39]=1)([O:36][CH3:37])=[O:35]>>[C:34]([C:38]1[CH:43]=[CH:42][C:41]([CH2:44][C:45]([NH:46][CH2:17][CH:15]([OH:16])[C:12]2[CH:13]=[CH:14][C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[C:10]([CH2:19][OH:20])[CH:11]=2)([CH3:47])[CH3:48])=[CH:40][CH:39]=1)([O:36][CH3:37])=[O:35]

Participants

4

Reactant 3

HCID 11183521Methyl 4-(2-aminoethyl)benzoateHCID 201341664-Benzyloxy-3-hydroxymethylphenylglyoxalHCID 20134200Methyl 4-(2-amino-2-methylpropyl)benzoate

Product 1

HCID 20134220N-(2-[4-Carbomethoxyphenyl]-1,1-dimethylethyl)-2-hydroxy-2-(4-benzyloxy-3-hydroxymethylphenyl)-ethanamine

Procedure

The title compound was prepared by the process of Example 25, replacing phenyl glyoxal by 4-benzyloxy-3-hydroxymethylphenyl glyoxal and 2-(4-carbomethoxyphenyl) ethanamine by 2-(4-carbomethoxyphenyl)-1,1-dimethylethanamine. τ (d6DMSO) 9.06 (6H, s), 7.10-7.60 (5H, m), 6.20 (3H, s), 5.39 (2H, s), 5.00 (1H, m), 4.88 (2H, s), 3.04 (2H, d, J=8 Hz), 2.40-3.00 (10H, m), 2.12 (2H, d, J=8 Hz).

Sources & evidence

ORD record
ord-2351659d1b70450cbe7f01d8e2c4a901
Source dataset
uspto-grants-1984_10
Patent number
US04478849

Linked notes

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