HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2-Dimethoxypropane → HCID 15550447, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2-Dimethoxypropane | HCID 6495 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | (3R,4S)-3-Hydroxy-4-phenyl-2-azetidinone | HCID 10219589 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 15550447 | HCID 15550447 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
A mixture of the title product of step (a) of Example 1 (79.7 mg, 0.488 mmoles), dimethoxy propane (0.3 ml, 2.44 mmol), PPTS (about 12 mg, 0.049 mmol) and dimethylformamide (2 ml) under argon were stirred for 3 hours at about 0° C. and then for 24 hours at about 4° C. The product obtained was extracted with ethyl acetate and worked up (diluted with 10 ml ethyl acetate, washed with 0.5 saturated aqueous NaHCO3; aqueous fraction extracted with 2×5 ml ethyl acetate; combined organic fractions were washed with 1×10 ml water, 10 ml saturated aqueous NaHCO3, dried over Na2SO4, filtered and concentrated) to obtain quantitive yield of products, which was a 1:1.7 mixture of starting material and the title product (determined by TLC analysis).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07176326B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-43756bd8fd4c4eefa6de8277f1aa4162 |
| Source note | uspto-grants-2007_02 |