HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 66704852, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 68820224 | HCID 68820224 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66704852 | HCID 66704852 | 65.9% |
Reaction Steps
(3R,4R)-1-Benzyloxycarbonyl-3-(tert-butyldimethylsilyl)oxymethyl-4-(tert-butyldimethylsilyl)oxypyrrolidine (5.46 g) was dissolved in tetrahydrofuran (23 mL). While this solution was cooled on an ice bath, water (23 mL) and acetic acid (68 mL) were sequentially added and the mixture was stirred at room temperature for 8 hours. Subsequently, the reaction mixture was concentrated under reduced pressure and the resulting residue was purified on a silica gel column (eluant=hexane:ethyl acetate=4:1 shifted to 1:1) to give 2.74 g of (3R,4R)-1-benzyloxycarbonyl-3-hydroxymethyl-4-(tert-butyldimethylsilyloxy)pyrrolidine as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07153851B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-e41957bc92dd461d80580d45211c0b30 |
| Source note | uspto-grants-2006_12 |