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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2064795Generated: October 30, 2026

2,3-Dihydro-1,4-benzodioxin-5-carboxylic acid → (1S,3S,5S)-3-{[(2,3-dihydro-benzo[1,4]dioxine-5-carbonyl)-amino]-methyl}-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/2064795

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dihydro-1,4-benzodioxin-5-carboxylic acidHCID 78184—
Reactant(1S,3S,5S)-tert-Butyl 3-(aminomethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylateHCID 58278675—
Product(1S,3S,5S)-3-{[(2,3-dihydro-benzo[1,4]dioxine-5-carbonyl)-amino]-methyl}-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl esterHCID 67081183—

Reaction Steps

prepared by reaction of (1S,3S,5S)-3-aminomethyl-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester with 2,3-dihydro-benzo[1,4]dioxine-5-carboxylic acid. LC-MS (acidic): tR=0.97 min; [M+H]+=375.1. 1H-NMR (CDCl3): δ=0.61 (bs, 1H); 0.76-0.82 (m, 1H); 1.47-1.52 (m, 1H); 1.51 (s, 9H); 1.89 (bd, J=13.2 Hz, 1H); 2.42-2.47 (m, 1H); 3.34-3.74 (m, 3H); 4.30-4.35 (m, 1H); 4.32 (bs, 2H); 4.44 (bs, 2H); 6.91-7.05 (m, 2H); 7.67-7.73 (m, 1H); 8.43 (bs, NH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288435B2
Source datasetuspto-grants-2012_10
ORD IDord-558b747fe2754de9b7d99e13aee86312
Source noteuspto-grants-2012_10