HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 243604Generated: October 29, 2026
Ethanol → tert-butyl (2S,3S)-2-[3-({2-[(isopropylamino)methyl]-1,3-thiazol-4-yl}methyl)-2-oxo-1-imidazolidinyl]-3-methylpentanoate
https://huagongshe.com/reaction/243604
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethanol | HCID 702 | — |
| Reactant | Isopropylamine | HCID 6363 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Tert-butyl(2s)-2-{3-[(2-formyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}-3-methylbutanoate | HCID 87193539 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | tert-butyl (2S,3S)-2-[3-({2-[(isopropylamino)methyl]-1,3-thiazol-4-yl}methyl)-2-oxo-1-imidazolidinyl]-3-methylpentanoate | HCID 66889849 | — |
Reaction Steps
A solution of Example 273D (65 mg) in toluene:ethanol (0.7 mL, 1:1) was treated with isopropylamine (0.14 mL, 10 equivalents), stirred at 70° C. in a capped vial for 2 hrs. The mixture was cooled to 25° C. and NaBH4 (19 mg, 3 equivalents) was added and the mixture was stirred at 25° C. for 3 days. The solvents were evaporated, and the residue was partitioned between ethyl acetate and saturated NaHCO3, the organic layer was separated and washed with brine, dried over MgSO4, filtered and evaporated to give 59 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08653141B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-a8b0c0cdfca04f38bb02fd2e48057475 |
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| Source note | uspto-grants-2014_02 |
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