HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → 2-[2-(4-methoxycarbonylmethylphenoxy)-1(R)methylethyl]amino-1(R)-(3-chlorophenyl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | N-[2-(4-Methoxycarbonylmethylphenoxy)-1(R)-methylethyl]-2(R)-t-butyldimethylsilyloxy-2-(3-chlorophenyl)ethanamine | HCID 22873128 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[2-(4-methoxycarbonylmethylphenoxy)-1(R)methylethyl]amino-1(R)-(3-chlorophenyl)ethanol | HCID 22867076 | 73.3% |
Reaction Steps
Following a procedure similar to that described in Example 27, but using 3.02 g of N-[2-(4-methoxycarbonylmethylphenoxy)-1(R)-methylethyl]-2(R)-t-butyldimethylsilyloxy-2-(3-chlorophenyl)ethanamine (prepared as described in Preparation 50), 4.81 g of tetrabutylammonium fluoride and 100 ml of tetrahydrofuran, 1.7 g of the title compound were obtained having an Rf=0.39 (thin layer chromatography over silica gel, using ethyl acetate as the developing solvent). [α]D23 -13.2° (c=0.99, methanol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05635534 |
| Source dataset | uspto-grants-1997_06 |
| ORD ID | ord-bd834f8f90f049cd876e56866c0a84f2 |
| Source note | uspto-grants-1997_06 |