Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | HCID 59557724 | HCID 59557724 | — |
| Catalyst | Palladium Chloride | HCID 24290 | — |
| Solvent | Acetic acid--water (1/1) | HCID 21899381 | — |
| Product | HCID 59557721 | HCID 59557721 | 62.8% |
Reaction Steps
PdCl2 (23.7 mg, 0.133 mmol, 2.2 eq) and NaOAc (76 mg, 0.285 mmol, 4 eq) were added to a solution of (2S,3S,4R,5R,6R)-2-(2-(allyloxymethyl)-4-chloro-5-(4-ethylbenzyl)phenyl)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran (intermediate O-1) (50 mg, 0.061 mmol) in HOAc:H2O (9:1) (1 mL), and the mixture was stirred at 70° C. for 1 h. Then the mixture was cooled to room temperature, extracted with ethyl acetate, and the combined organic layers were washed with water, dried over anhydrous Na2SO4, concentrated and purified by preparative TLC to obtain 30 mg of intermediate V-1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07838498B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-642c2524643348429325434ab1d1c094 |
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| Source note | uspto-grants-2010_11 |
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