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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407054Generated: October 26, 2026

1-Hydroxybenzotriazole → Boc-Glu(OtBu)-Ser(tBu)-Asn-Gly

https://huagongshe.com/reaction/2407054

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantN-(9-Fluorenylmethoxycarbonyl)-O-tert-butylserineHCID 2724633—
ReactantFMOC-L-asparagineHCID 2724774—
Reactant(2S)-5-(tert-butoxy)-2-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acidHCID 6993432—
Reactantpiperidine N,N-dimethylformamideHCID 23501187—
SolventDimethylformamideHCID 6228—
ProductBoc-Glu(OtBu)-Ser(tBu)-Asn-GlyHCID 131731781—

Reaction Conditions

Temperature25 °C

Reaction Steps

An amino acid whose amino group had been protected, HOBt (67.6 mg, 0.50 mmol), and DIPCI (77.0 μL, 63.1 mg, 0.50 mmol) were dissolved in DMF (2 mL), and the obtained solution was then activated for 15 minutes. Thereafter, the solution was placed in the solid-phase synthesis column. After stirring at 25° C. for 1 hour, the Fmoc group was treated with a 20% piperidine/DMF solution (2 mL) for 20 minutes for deprotection. These operations were repeated, so that amino acids were successively condensed. As the protected amino acids, Fmoc-Asn (177.2 mg, 0.50 mmol), Fmoc-Ser(tBu) (191.6 mg, 0.50 mmol), and Boc-Glu(OtBu) (151.6 mg, 0.50 mmol) were used. On the solid-phase resin, a 4-residue peptide having a protecting group, Boc-Glu(OtBu)-Ser(tBu)-Asn-Gly (SEQ ID NO: 33), was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809258B2
Source datasetuspto-grants-2014_08
ORD IDord-3d20b491acde4ba49a4f3deaecaa6d6b
Source noteuspto-grants-2014_08