HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → Methyl 2-deoxy-6-O-t--butyldimethyl-alphaD-glucopyranoside
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Methyl glucoside | HCID 76607 | — |
| Reactant | N-[(2R,3R,4R,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]acetamide | HCID 445750 | — |
| Reactant | Methyl 2-deoxy-alpha-D-glucopyranoside | HCID 9920525 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-deoxy-6-O-t--butyldimethyl-alphaD-glucopyranoside | HCID 53829532 | — |
Reaction Steps
This compound was prepared from the corresponding methyl glucoside, Methyl 2-deoxy-α-D-glucopyranoside. (Carbohydrates, Ed. Collins, P. M., Chapman and Hall, New York, 1987, p. 352) by treatment with t-butyldimethylchlorosilane in DMF and imidazole. 1H NMR δ4.73 (d, 1, J=3 Hz), 3.85-3.78 (m, 4), 3.55-3.46 (m, 2), 3.35 (m, 1), 3.29 (s, 3), 2.05 (m, 1), 1.61 (m, 1), 0.88 (m, 9), 0.07 (m, 6).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05481006 |
| Source dataset | uspto-grants-1996_01 |
| ORD ID | ord-a833661a22f64c94a4a79af06f1d4eba |
| Source note | uspto-grants-1996_01 |