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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1280108Generated: October 27, 2026

Methyl bromoacetate → (2S)-3-[5-(carboxymethyloxy)-1H-indol-3-yl]-2-[[1-cyclohexyl-2-(3-furyl)-6-methyl-benzimidazole-5-carbonyl]amino]propanoic acid

https://huagongshe.com/reaction/1280108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl bromoacetateHCID 60984—
ReactantHCID 3012619HCID 3012619—
Reactantmethyl (2S)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoate hydrochlorideHCID 24802218—
Product(2S)-3-[5-(carboxymethyloxy)-1H-indol-3-yl]-2-[[1-cyclohexyl-2-(3-furyl)-6-methyl-benzimidazole-5-carbonyl]amino]propanoic acidHCID 16727481—

Reaction Steps

1-Cyclohexyl-2-furan-3-yl-6-methyl-1H-benzimidazole-5-carboxylic acid was coupled to 5-hydroxy-(S)-tryptophan methyl ester hydrochloride in the usual manner (Example 154). The material was then alkylated with methyl bromoacetate as described previously to give after deprotection by saponification and preparative C18 reversed-phase HPLC, the title compound of example 155.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06448281B1
Source datasetuspto-grants-2002_09
ORD IDord-1d57d60a0a54416b8774b1e45f097a87
Source noteuspto-grants-2002_09