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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279176Generated: October 30, 2026

Diisopropylethylamine → HCID 86680332, compound

https://huagongshe.com/reaction/2279176

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantTert-butoxycarbonylalanineHCID 85082—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant(R)-2-(4-Methoxy-benzylamino)-butyric acid methyl esterHCID 86680330—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 86680332HCID 8668033288.3%

Reaction Steps

To a solution of 3.99 g of Boc-L-alanine in 50 ml of DMF were added 12.02 g of HATU, 4.3 ml of Hünig's base and 5.00 g (R)-2-(4-Methoxy-benzylamino)-butyric acid methyl ester. The reation was stirred overnight, and 6.01 g of HATU and 2.1 ml of Hünig's base were added, and the reaction was stirred for 24 h at r.t. and then for 4 h at 50° C. The reaction was poured unto water, the layers were separated and the aqueous phase was extracted with EtOAc twice. The combined organic layers wer washed with 10% aqueous citric acid twice, dried over Na2SO4, fitrered and concentrated in vacuo. The residue was purified by flash chromatography (silica, heptane/EtOAc) to obtain 7.60 g (88%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133181B2
Source datasetuspto-grants-2015_09
ORD IDord-500590863c5d45da841bf37afcd33944
Source noteuspto-grants-2015_09