HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1351763Generated: November 1, 2026
Water → O-benzyl-N-((tert-butoxy)carbonyl)-L-tyrosine
https://huagongshe.com/reaction/1351763
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | L-Tyrosine, N-(1,1-dimethylethoxy)carbonyl- | HCID 117439 | — |
| Reactant | Sodium methanolate methanol | HCID 23694274 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | O-benzyl-N-((tert-butoxy)carbonyl)-L-tyrosine | HCID 98763 | 95% |
Reaction Steps
To a solution of N-Boc-tyrosine (281 mg, 1.0 mmol) in methanol (0.5 mL) were added 28% sodium methoxide-methanol solution (0.42 mL, 2.1 mmol) and benzyl bromide (162 μL, 1.4 mmol), and the mixture was stirred at 40° C. for 3 hr. Then, water (2 mL) was added to make the system homogeneous, which system was analyzed by HPLC. As a result, the objective N-Boc-(O-benzyl)tyrosine (353 mg, conversion yield 95%) was confirmed.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07217835B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-b2745023eb2e4760b1bd495288144c9d |
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| Source note | uspto-grants-2007_05 |
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