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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 429662Generated: October 30, 2026

Phthalimide → HCID 70087445, compound

https://huagongshe.com/reaction/429662

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 70089490HCID 70089490—
SolventTetrahydrofuranHCID 8028—
ProductHCID 70087445HCID 7008744570.8%

Reaction Steps

To a solution of benzyl 1-tert-butoxycarbonyl-2-hydroxymethylindole-4-carboxylate (465 mg), phthalimide (179 mg) and triphenylphosphine (640 mg) in tetrahydrofuran (15.0 ml) was added diethyl azodicarboxylate (425 mg) and the mixture was stirred at ambient temperature for 1 hour. The resulting mixture was concentrated in vacuo and the residue was chromatographed on silica gel with n-hexane:ethyl acetate (6:1). The solid was triturated with methanol to give benzyl 1-tert-butoxycarbonyl-2-phthalimidomethylindole-4-carboxylate (440 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06316482B1
Source datasetuspto-grants-2001_11
ORD IDord-7abeee054d8a403b8e0d83c1a5fc7c73
Source noteuspto-grants-2001_11