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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2105348Generated: October 31, 2026

Ethyl 5-(phenylmethoxy)-1H-indole-2-carboxylate → 5-Benzyloxy-1-((S)-2-tert-butoxycarbonylamino-propyl)-1H-indole-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/2105348

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 5-(phenylmethoxy)-1H-indole-2-carboxylateHCID 95721—
Reactant1,2,3-Oxathiazolidine-3-carboxylic acid, 4-methyl-, 1,1-dimethylethyl ester, 2,2-dioxide, (4S)-HCID 10988294—
ReactantPotassium tert-butoxideHCID 23665647—
Product5-Benzyloxy-1-((S)-2-tert-butoxycarbonylamino-propyl)-1H-indole-2-carboxylic acid ethyl esterHCID 68461704100%

Reaction Steps

The title compound was synthesized in analogy to example 1, intermediate b), from ethyl 5-benzyloxyindole-2-carboxylate (commercially available), (S)-4-methyl-2,2-dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester (prepared according to WO02/010169) and potassium tert-butoxide, to give the desired compound as a light yellow solid (>100%). The so-obtained product was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07579351B2
Source datasetuspto-grants-2009_08
ORD IDord-1043f00611cd4cfebf67815252b85c51
Source noteuspto-grants-2009_08