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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 842594Generated: October 27, 2026

Di-tert-butyl 2-[[[2-(benzylcarboxy)propyl]tert-butoxyphosphinyl]methyl]pentanedioate → Di-tert-butyl 2-[[[2-(carboxy)propyl]tert-butoxy-phosphinyl]methyl]pentanedioate

https://huagongshe.com/reaction/842594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDi-tert-butyl 2-[[[2-(benzylcarboxy)propyl]tert-butoxyphosphinyl]methyl]pentanedioateHCID 18418074—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
ProductDi-tert-butyl 2-[[[2-(carboxy)propyl]tert-butoxy-phosphinyl]methyl]pentanedioateHCID 18418070100.3%

Reaction Steps

A solution of di-tert-butyl 2-[[[2-(benzylcarboxy)propyl]tert-butoxyphosphinyl]methyl]pentane1,5-dioate (8.9 g, 16.1 mmol), palladium on carbon catalyst (10%, 1.0 g) and ethyl acetate (100 ml) was shaken under hydrogen (60 psi) for 16 hours. The reaction mixture was filtered over celite and the filtrate was concentrated under reduced pressure leaving a clear oil (7.5 g, 100%). 1H NMR (CDCl3): δ1.3 (d, 3H), 1.4-1.5 (m, 27H), 1.8 (m, 2H), 1.9 (m, 2H), 2.2 (m, 4H), 2.7 (m, 1H), 2.9 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06376478B1
Source datasetuspto-grants-2002_04
ORD IDord-fa0a17eb36324efbaee3fbdcaac34085
Source noteuspto-grants-2002_04