HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilyl triflate → 2,3,4,6-tetra-O-acetyl-5-thio-glucopyranose
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylsilyl triflate | HCID 65367 | — |
| Reactant | 2,3,4,6-tetra-O-acetyl-1-O-trimethylsilyl-5-thio-D-glucopyranose | HCID 69424624 | — |
| Reactant | 2-(4-Ethylbenzyl)phenyltrimethylsilyl ether | HCID 69425698 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,3,4,6-tetra-O-acetyl-5-thio-glucopyranose | HCID 11646270 | 54% |
Reaction Steps
TMSOTf was added at 0° C. to a mixture of 2,3,4,6-tetra-O-acetyl-1-O-trimethylsilyl-5-thio-D-glucopyranose (5), 2-(4-ethylbenzyl)phenyltrimethylsilyl ether, MS4A and CH2Cl2. Instead of a product of interest (10), this reaction provided 2,3,4,6-tetra-O-acetyl-5-thio-D-glucopyranose (7) as a by-product in a yield of 54%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07250522B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-ca29c68708814ff7b5f7cb4d98352ccd |
| Source note | uspto-grants-2007_07 |