HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2053518Generated: October 30, 2026
Benzylamine → tert-butyl (4S,5R)-2-(benzylamino)-4,5-diphenyl-4,5-dihydroimidazole-1-carboxylate
https://huagongshe.com/reaction/2053518
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | cis-4,5-Diphenyl-2-methylthio-4,5-dihydro-imidazole-1-carboxylic Acid, Tert-Butyl Ester | HCID 86596320 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-butyl (4S,5R)-2-(benzylamino)-4,5-diphenyl-4,5-dihydroimidazole-1-carboxylate | HCID 68567154 | 48.3% |
Reaction Steps
A mixture of intermediate 59 (5.0 g, 0.0136 mol), benzylamine (4.5 mL, 0.0407 mol) and MeOH (1 mL) is heated at 95° C. for 2 days. The reaction mixture is cooled to RT and purified by chromatography on silica gel; gradient elution with heptane:EtOAc (80:20-50:50) gives 2.81 g of the product 77. 1H NMR (CDCl3) δ 7.55-7.25 (m, 6H), 7.10-6.85 (m, 8H), 6.85-6.70 (m, 2H), 5.50-5.30 (m, 2H), 4.80-4.55 (m, 2H), 1.14 (s, 9H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07326792B2 |
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| Source dataset | uspto-grants-2008_02 |
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| ORD ID | ord-ef8d79500c08443994d8d579e1fe0386 |
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| Source note | uspto-grants-2008_02 |
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