HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2R)-Methyl 5-methoxytetrahydrofuran-2-carboxylate → (2R)-Methyl 5-hydroxytetrahydrofuran-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2R)-Methyl 5-methoxytetrahydrofuran-2-carboxylate | HCID 45089865 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (2R)-Methyl 5-hydroxytetrahydrofuran-2-carboxylate | HCID 45090054 | — |
Reaction Steps
Methyl (2R)-Tetrahydro-5-hydroxy-2- furoate was prepared as for the S-isomer from methyl (2R)-tetrahydro-5-methoxy-2-furoate in similar yield: α!D25 -9.2° (c=1.8, CH3OH); IR (neat, cm-1) 3543 (br), 2956, 1741, 1068, 1010; 1H NMR (CDCL3) for diastereomer A (58%) a 5.62 (m, 1H), 4.67 (dd, J=6.5, 8.1 Hz, 1H), 3.78 (s, 3H), 2.46-1.93 (m, 4H); for diastereomer B (42%) δ 5.75 (m, 1H), 4.73 (dd, J=3.8, 8.5 Hz, 1H), 3.76 (s, 3H), 2.46-1.93 (m, 4H); HRMS calculated for C6H10O4 (M+), 146.0579, found 46.0577.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05504107 |
| Source dataset | uspto-grants-1996_04 |
| ORD ID | ord-c3b23f25ef984abf994e15671bd9e99d |
| Source note | uspto-grants-1996_04 |