HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174114Generated: November 2, 2026
Diethylamine → methyl (1S)-1-({[(1S,3S,4S)-4-amino-1-benzyl-3-hydroxy-5-phenylpentyl]amino}carbonyl)-2,2-dimethylpropylcarbamate
https://huagongshe.com/reaction/1174114
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | methyl (1S)-1-{[((1S,3S,4S)-1-benzyl-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-hydroxy-5-phenylpentyl)amino]carbonyl}-2,2-dimethylpropylcarbamate | HCID 86726165 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | methyl (1S)-1-({[(1S,3S,4S)-4-amino-1-benzyl-3-hydroxy-5-phenylpentyl]amino}carbonyl)-2,2-dimethylpropylcarbamate | HCID 17756282 | 594.5% |
Reaction Steps
A solution of the product of Example 3C (0.130 g, 0.192 mmol) in DMF (6 mL) was treated with diethylamine (1.5 mL), stirred at 25° C. for 1 hour, and partitioned between ethyl acetate and water. The organic phase was washed with brine, dried over MgSO4, filtered and concentrated. The residue was chromatographed on silica gel eluting with a gradient starting with ethyl acetate and ending with methanol to give the title compound (0.52 g, 60% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07834043B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-0db22f7bfa3046dcb7fc4088a648bd36 |
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| Source note | uspto-grants-2010_11 |
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