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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844575Generated: October 29, 2026

Tributylphosphine → HCID 68242824, compound

https://huagongshe.com/reaction/1844575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
ReactantDi-tert-butyl IminodicarboxylateHCID 279800—
ReactantHCID 11210066HCID 11210066—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 68242824HCID 6824282456.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

1,1′-(Azodicarbonyl)dipiperidine (6.33 g) was added to a solution of (2R)-4-{[tert-butyl(diphenyl)silyl]oxy}-2-methylbutan-1-ol (Synthesis, 2002, p. 1993) (4.30 g), di-tert-butyl iminodicarboxylate (5.45 g), and tributylphosphine (4.65 mL) in toluene (130 mL) with stirring at 0° C. The mixture was heated to room temperature and stirred overnight. Then, the reaction solution was diluted with hexane, and insoluble matter was filtered off through celite. The filtrate was concentrated under reduced pressure, and the obtained crude product was then purified by silica gel column chromatography to obtain the title compound (3.86 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946443B2
Source datasetuspto-grants-2015_02
ORD IDord-32ee09e1afbf4e58a44aaea9812ef6aa
Source noteuspto-grants-2015_02