Acetaldehyde → Ethyl 2-ethylamino-3-(4-hydroxyphenyl)propionate

HRID 1871651Notes

Reaction equation

HRID 1871651 reaction equation
Cl.[CH2:2]([O:4][C:5](=[O:16])[CH:6]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)[NH2:7])[CH3:3].[CH:17](=O)[CH3:18].C([BH3-])#N.[Na+]>>[CH2:17]([NH:7][CH:6]([CH2:8][C:9]1[CH:10]=[CH:11][C:12]([OH:15])=[CH:13][CH:14]=1)[C:5]([O:4][CH2:2][CH3:3])=[O:16])[CH3:18]

Participants

4

Reactant 3

HCID 177AcetaldehydeHCID 61327DL-Tyrosine ethyl ester hydrochlorideHCID 5003444Sodium cyanoborohydride

Product 1

HCID 18625742Ethyl 2-ethylamino-3-(4-hydroxyphenyl)propionate

Procedure

Reaction and post-treatment were carried out according to Reference example 9 using 983 mg of DL-tyrosine ethyl ester hydrochloride, 0.26 ml of acetaldehyde and 100 mg of sodium cyanoborohydride to obtain 515 mg of the desired compound as a syrup which soon crystallized.

Workup

  1. customReaction

Sources & evidence

ORD record
ord-fb2ee35d10cb4e24bf25d2b526c4df96
Source dataset
uspto-grants-2000_08
Patent number
US06103907

Reaction notes

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