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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 52823Generated: October 29, 2026

HCID 454384, compound → (2S,3S,5S)-2,5-Bis-(N-Boc-amino)-1,6-dicyclohexyl-3-hydroxyhexane

https://huagongshe.com/reaction/52823

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 454384HCID 454384—
CatalystRhodiumHCID 23948—
SolventMethanolHCID 887—
Product(2S,3S,5S)-2,5-Bis-(N-Boc-amino)-1,6-dicyclohexyl-3-hydroxyhexaneHCID 1865553790%

Reaction Steps

A mixture of 100 mg of the resultant compound of Example 21 and 100 mg of 5% rhodium on carbon in 3 ml of methanol was shaken under 4 atmospheres of H2 for 1 day. The resulting mixture was filtered and concentrated in vacuo. Silica gel chromatography of the residue using 20% ethyl acetate in hexane provided 92 mg (90%) of the desired compound. 1H NMR (CDCl3) δ 0.75-1.90 (br envelope, 28 H), 1.44 (s, 18H), 3.30 (br, 1H), 3.63 (m, 2H), 3.72 (m, 1H), 4.41 (br, 1H), 4.66 (br d, 1H). Mass spectrum: (M+H)+ =497.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05616714
Source datasetuspto-grants-1997_04
ORD IDord-5696664077f94819a02599f544eed053
Source noteuspto-grants-1997_04