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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 52849Generated: October 28, 2026

HCID 18939621, compound → (2S,3S,5S)-2,5-Bis-(N-(3-hydroxy-1-propoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane

https://huagongshe.com/reaction/52849

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 18939621HCID 18939621—
SolventMethanolHCID 887—
SolventChlorotrimethylsilaneHCID 6397—
Product(2S,3S,5S)-2,5-Bis-(N-(3-hydroxy-1-propoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexaneHCID 2287156419.6%

Reaction Steps

A 0.170 g (0.237 mmol) of the compound from Example 337B above was dissolved in 2 mL of methanol to which 30 μL of trimethylsilyl chloride was added and stirred for 2.25 hours. The solvent was removed and the crude product chromatographed on silica gel, eluting with 2% and 5% methanol in methylene chloride. The solvent was removed and the product dried to afford 22.7 mg of the title compound. MS M/Z (DCI/NH3): 489 (M+H), 506 (M+NH4). Proton NMR (DMSO): δ 1.45 (t, 2H), 1.60 (m, 4H), 2.55-2.75 (4H), 3.40 (m, 2H), 3.55 (br, 1H), 3.74-3.96 (18H), 4.44 (t, 2H), 4.62 (d, 1H), 6.63 (d, 1H), 6.89 (d, 1H), 7.07-7.27 (10H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05616714
Source datasetuspto-grants-1997_04
ORD IDord-e9df3e2f3e1f40b8a0ac6de78ee30509
Source noteuspto-grants-1997_04