Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 605153Generated: October 30, 2026

N-(tert-butoxycarbonyl)glycine → HCID 67040880, compound

https://huagongshe.com/reaction/605153

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(tert-butoxycarbonyl)glycineHCID 78288—
ReactantDiisopropylethylamineHCID 81531—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
ReactantHCID 67040737HCID 67040737—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 67040880HCID 6704088069%

Reaction Steps

A mixture of the product of Example 109 (0.068 g, 0.1 mmol), tert-Butoxycarbonylamino-acetic acid (0.023 g, 0.13 mmol), N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (0.025 g, 0.13 mmol), 1-Hydroxybenzotriazole hydrate (0.015 g, 0.11 mmol) and N,N-diisopropylethylamine (0.029 g, 0.22 mmol) in N,N-dimethylformamide (2 mL) was stirred for 16 hours, poured into water and extracted with ethyl acetate (3×15 mL). The combined extracts were dried over sodium sulfate, filtered and concentrated under vacuum to provide a residue which was purified by chromatography on silica eluting with 96:4 dichloromethane/methanol to provide the title compound (50 mg, 69%). 1H NMR (300 MHz, DMSO-D6) δ ppm: 1.31 (d, J=6.62 Hz, 6 H), 1.38 (s, 9 H), 3.13-3.27 (m, 1 H), 3.68 (d, J=5.88 Hz, 2 H), 6.63-6.71 (m, 1 H), 7.04 (t, J=6.43 Hz, 1 H), 7.08 (d, J=8.46 Hz, 1 H), 7.24 (d, J=4.78 Hz, 2 H), 7.26-7.37 (m, 2 H), 7.49 (s, 1 H), 7.58 (d, J=8.46 Hz, 1 H), 7.72-7.79 (m, 1 H), 7.92 (dd, J=8.64, 2.02 Hz, 1 H), 8.11 (s, 1 H), 8.19 (d, J=1.47 Hz, 1), 8.59 (s, 1 H), 8.76 (d, J=8.46 Hz, 1 H), 10.00 (s, 1 H), 10.05 (s, 1 H), 10.39 (s, 1 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07910595B2
Source datasetuspto-grants-2011_03
ORD IDord-e671f2eb22254d14bb191b14189bff41
Source noteuspto-grants-2011_03