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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2110933Generated: October 27, 2026

2-Methylpropanehydrazide → tert-butyl [3-(N'-isobutyryl-hydrazino)-3-oxo-propyl]-carbamate

https://huagongshe.com/reaction/2110933

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethylpropanehydrazideHCID 19239—
ReactantN-((1,1-dimethylethoxy)carbonyl)-beta-alanineHCID 76809—
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
SolventTetrahydrofurane dichloromethaneHCID 21919333—
Producttert-butyl [3-(N'-isobutyryl-hydrazino)-3-oxo-propyl]-carbamateHCID 57637099—

Reaction Steps

25.00 g (132 mmol) 3-tert-butoxycarbonylamino-propionic acid, 13.50 g (132 mmol) isobutyric acid hydrazide, 50.91 g (159 mmol) O-(1H-benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (TBTU) and 50 ml diisopropylethylamine are stirred in 500 ml of tetrahydrofuran/dichloromethane for 24 hours at ambient temperature. Then the mixture is evaporated down, the residue is extracted with ethyl acetate and 10% potassium hydrogen carbonate solution. The organic phase is dried and evaporated to dryness. The residue is crystallised from toluene/isopropylether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517995B2
Source datasetuspto-grants-2009_04
ORD IDord-8b9a792ae57b47158c356d6816bff91b
Source noteuspto-grants-2009_04