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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 859882Generated: October 31, 2026

Acetic Acid → HCID 66704852, compound

https://huagongshe.com/reaction/859882

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantWaterHCID 962—
ReactantHCID 68820224HCID 68820224—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66704852HCID 6670485265.9%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07153851B2
Source datasetuspto-grants-2006_12
ORD IDord-e41957bc92dd461d80580d45211c0b30
Source noteuspto-grants-2006_12