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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 977025Generated: October 30, 2026

Dimethylformamide → Benzyl 3-(4-t-butoxycarbonylmethoxybenzoyl)carbazate

https://huagongshe.com/reaction/977025

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantBenzyl carbazateHCID 79242—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
Reactant4-(2-methoxy-2-oxoethoxy)benzoic acidHCID 13816142—
ProductBenzyl 3-(4-t-butoxycarbonylmethoxybenzoyl)carbazateHCID 19610493—

Reaction Steps

In a similar manner to Example 9, starting material step (a), 4-methoxycarbonylmethoxybenzoic acid (580 mg), HBTU (1.04 g), HOBT (420 mg), diisopropylethylamine (1.41 ml), DMF (7.5 ml) and benzyl carbazate (500 mg) were reacted to give benzyl 3-(4-t-butoxycarbonylmethoxybenzoyl)carbazate (550 mg) as an off-white solid; NMR Spectrum (DMSO-d6) 3.70 (3H, s), 4.88 (2H, s), 5.11 (2H, s), 7.03 (2H, d), 7.82 (2H, d), 7.38 (5H, m), 9.28 (1H, br s), 10.20 (1H, br s); Mass Spectrum m/z 359 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05612373
Source datasetuspto-grants-1997_03
ORD IDord-881a74f2d45943b3b958c125e2f841e9
Source noteuspto-grants-1997_03