HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform → 1-propenyl 3-O-benzyl-2-deoxy-2-palmitamido-6-O-palmitoyl-beta-D-glucopyranoside
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Palmitoyl chloride | HCID 8206 | — |
| Reactant | Allyl 3-O-benzyl-2-deoxy-2-palmitamido-6-O-palmitoyl-beta-D-glucopyranoside | HCID 18595872 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 1-propenyl 3-O-benzyl-2-deoxy-2-palmitamido-6-O-palmitoyl-beta-D-glucopyranoside | HCID 54429339 | — |
Reaction Steps
Compound 6' (6 g., 11.0 mmol) was dissolved in dry pyridine (120 ml.), and the solution was cooled at -10°. Palmitoyl chloride (4.7 ml., 16.8 mmol) was added dropwise while the reaction mixture was stirred at -10°. After an additional 30 min. the mixture was allowed to warm up to room temperature and then stirred for 2 h. The product was isolated by conventional chloroform extraction. After purification on a column of silica gel, the yield of 7 was 7.6 g (88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04495346 |
| Source dataset | uspto-grants-1985_01 |
| ORD ID | ord-1e5b09fc18ad41e9bcc68fa87518d76f |
| Source note | uspto-grants-1985_01 |