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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 749316Generated: October 26, 2026

O-Methyl-L-Tyrosine → (S)-N-[2-Azido-1-(4-methoxybenzyl)ethyl]-4-hydroxy-1-methyl-1H-indole-2-carboxamide

https://huagongshe.com/reaction/749316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-Methyl-L-TyrosineHCID 2723935—
Reactant(betaS)-beta-Amino-4-methoxybenzenepropanolHCID 11788635—
Reactant3-Hydroxy-1-methyl-1H-indole-2-carboxylic acidHCID 54711425—
Reactant(S)-1-azido-3-(4-methoxyphenyl)-2-propanamineHCID 86601457—
Product(S)-N-[2-Azido-1-(4-methoxybenzyl)ethyl]-4-hydroxy-1-methyl-1H-indole-2-carboxamideHCID 86601456—

Reaction Steps

From (S)-1-azido-3-(4-methoxyphenyl)-2-propanamine [prepared by an adaptation of a method described by Horwell, et al., J. Med. Chem., 1991, 404-414 from (S)-2-amino-3-(4-methoxyphenyl)-1-propanol (prepared from O-methyl-L-tyrosine by an adaptation of a method described by Sutherland, et al., J Org Chem, 1998, 7764-7769] and 4 hydroxy-1-methyl-1H-indole-2-carboxylic acid the title compound was prepared by a method analogous to that described in Example 13. MS ES (M++H)=380.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402604B2
Source datasetuspto-grants-2008_07
ORD IDord-49ea01ca50984b68bf04d43c36f2840a
Source noteuspto-grants-2008_07