HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174332Generated: November 1, 2026
2,2-Dimethoxypropane → tert-butyl (4S,5S)-4-benzyl-5-[2-{[(benzyloxy)carbonyl]amino}-3-(4-bromophenyl)propyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
https://huagongshe.com/reaction/1174332
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2,2-Dimethoxypropane | HCID 6495 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | benzyl(3S,4S)-1-(4-bromobenzyl)-4-[(tert-butoxycarbonyl)amino]-3-hydroxy-5-phenylpentylcarbamate | HCID 86726232 | — |
| Catalyst | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Product | tert-butyl (4S,5S)-4-benzyl-5-[2-{[(benzyloxy)carbonyl]amino}-3-(4-bromophenyl)propyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate | HCID 67406532 | 54% |
Reaction Steps
A solution containing the product from Example 128A (3.37 mmol) in 2,2-dimethoxypropane (35 mL) was treated with p-toluenesulfonic acid monohydrate (0.032 g, 0.17 mmol), stirred at 25° C. for 1 hour, treated with triethylamine (0.14 mL, 1.0 mmol), and the reaction was partitioned between ethyl acetate and water. The organic phase was washed with brine, dried over MgSO4, filtered and concentrated to give the product (1.16 g, 54% yield), which was used without further purification.
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-cc6aac34cc2449429195b8f3eec3a41f |
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| Source note | uspto-grants-2010_11 |
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