HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → (+/-)-1-S-hexadecyl-2-O-ethyl-3-O-mesylthioglycerol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | (+/-)-1-S-hexadecyl-2-O-ethylthioglycerol | HCID 14282492 | — |
| Reactant | (+/-)-1-S-hexadecyl-2-O-methyl-3-O-mesylthioglycerol | HCID 14522778 | — |
| Product | (+/-)-1-S-hexadecyl-2-O-ethyl-3-O-mesylthioglycerol | HCID 14522779 | 94% |
Reaction Steps
This compound was prepared in an analogous manner to that of (±)-1-S-hexadecyl-2-O-methyl-3-O-mesylthioglycerol from 5.5 grams (0.016 mole) of (±)-1-S-hexadecyl-2-O-ethylthioglycerol and 2.2 grams (0.019 mole) of methanesulfonyl chloride. This resulted in 6.2 grams of product (94%) as an oil. 1H-NMR (CDCl3): delta, 0.87(t, 3H, terminal methyl), 1.2-1.6[m, 31H, (CH2)14, CH3 --CH2 --O], 2.58(m, 2H, S--CH2), 2.62(m, 2H, CH--CH2 --S), 3.08(s, 3H, SO2 --CH3), 3.40-3.50(m, 3H, CH, CH3 --CH2 --O), 4.35(m, 2H, CH2 --OSO2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05614548 |
| Source dataset | uspto-grants-1997_03 |
| ORD ID | ord-956aa47129c74903ab37d809345905b5 |
| Source note | uspto-grants-1997_03 |