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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407927Generated: October 31, 2026

(5R,9R)-9-(decanoyloxy)-1-(9H-fluoren-9-yl)-3,12-dioxo-2,11-dioxa-7-thia-4-azahenicosane-5-carboxylic acid → (14R,18R)-14-amino-18-(decanoyloxy)-13,21-dioxo-3,6,9,20-tetraoxa-16-thia-12-azatriacontylphosphonic acid

https://huagongshe.com/reaction/2407927

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(5R,9R)-9-(decanoyloxy)-1-(9H-fluoren-9-yl)-3,12-dioxo-2,11-dioxa-7-thia-4-azahenicosane-5-carboxylic acidHCID 71294618—
ReactantDiethyl 2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethylphosphonateHCID 86667767—
Product(14R,18R)-14-amino-18-(decanoyloxy)-13,21-dioxo-3,6,9,20-tetraoxa-16-thia-12-azatriacontylphosphonic acidHCID 53476662—

Reaction Steps

The title product was prepared from (5R,9R)-9-(decanoyloxy)-1-(9H-fluoren-9-yl)-3,12-dioxo-2,11-dioxa-7-thia-4-azahenicosane-5-carboxylic acid (1 eq) and diethyl 2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethylphosphonate (1.3 eq, from example 18, step 4) by following the procedure described for example 20, step 6-8. 1H NMR (CDCl3): δ 8.67 (br s, 1H), 5.07-5.16 (m, 1H), 3.29 (dd, 1H), 4.08 (dd, 1H), 3.40-3.73 (m, 13H), 3.26-3.38 (m, 2H), 3.02 (dd, 1H), 2.87-2.97 (m, 1H), 2.78 (dd, 1H), 2.68 (dd, 1H), 2.18-2.29 (m, 4H), 1.75-1.89 (m, 2H), 1.46-1.59 (m, 4H), 1.10-1.31 (m, 24H), 0.81 (t, 6H). LRMS [M+H]=743.5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08808703B2
Source datasetuspto-grants-2014_08
ORD IDord-0a1bd794d51b48e68fcc0dbee0f80844
Source noteuspto-grants-2014_08