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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1088962Generated: November 1, 2026

Hydrochloric Acid → HCID 70359289, compound

https://huagongshe.com/reaction/1088962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 67867251HCID 67867251—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 70359289HCID 70359289—

Reaction Steps

A solution of methanesulfonyl chloride (10 ml) in tetrahydrofuran (20 ml) was dropwise added to a solution of (2S,4R)-1-benzyloxycarbonyl-2-carboxymethyloxymethyl-4-hydroxypyrrolidine (19.95 g) and triethylamine (27 ml) in tetrahydrofuran (200 ml) at -10°~-5° C. and the mixture was stirred at the same temperature for 1 hour. The mixture was poured into water (200 ml), adjusted to pH 2.5 with 6N hydrochloric acid and extracted with ethyl acetate (150 ml×2). The organic layer was washed with brine (200 ml×2), dried over magnesium sulfate and concentrated under reduced pressure to give (2S,4R)-1-benzyloxycarbonyl-2-carboxymethyloxymethyl-4-methanesulfonylpyrrolidine (24.85 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04963543
Source datasetuspto-grants-1990_10
ORD IDord-0bac84a86c56483286d86b6bacf4da9a
Source noteuspto-grants-1990_10