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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1158407Generated: November 1, 2026

Triethylamine → tert-butyl (3S,4R)-3-(2-tert-butylsilyloxypropan-2-yl)-4-[[[1-(3-methoxypropyl)indole-6-carbonyl]-propan-2-ylamino]methyl]pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/1158407

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantHCID 59512416HCID 59512416—
Reactant(3S*,4R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-4-(isopropylamino-methyl)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 131728361—
SolventEthyl AcetateHCID 8857—
Producttert-butyl (3S,4R)-3-(2-tert-butylsilyloxypropan-2-yl)-4-[[[1-(3-methoxypropyl)indole-6-carbonyl]-propan-2-ylamino]methyl]pyrrolidine-1-carboxylateHCID 178495133—

Reaction Steps

From (3S,4R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-4-(isopropylamino-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (5 g, 12.9 mmol), 1-(3-methoxy-propyl)-1H-indole-6-carboxylic acid (4.22 g, 18.1 mmol), BOPCI (4.6 g, 18.1 mmol) and triethylamine (7.2 mL, 51.7 mmol). TLC, Rf (AcOEt)=0.32.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07807709B2
Source datasetuspto-grants-2010_10
ORD IDord-46ed774c3ffd4f12b007ac7621c91740
Source noteuspto-grants-2010_10