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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1791909Generated: November 2, 2026

Formaldehyde → HCID 67507506, compound

https://huagongshe.com/reaction/1791909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 67507042HCID 67507042—
ReactantHCID 67507215HCID 67507215—
Solvent1,2-DichloroethaneHCID 11—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
ProductHCID 67507506HCID 67507506—

Reaction Steps

3-[(2S,4S)-4-(4-Anilinopiperidino)-1-tert-butoxycarbonyl-2-pyrrolidinylcarbonyl]-1,3-thiazolidine [product of Example 148 (3), 1.18 g] was dissolved in 1,2-dichloroethane (75 mL), and sodium triacetoxyborohydride (5.32 g), acetic acid (0.73 mL) and 37% formaldehyde solution (5.0 mL) were added thereto. The mixture was stirred at room temperature for 12 hr. The reaction mixture was added to water, and the mixture was extracted with chloroform. The extract was dried and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give 3-{(2S,4S)-1-tert-butoxycarbonyl-4-[4-(N-methylanilino)piperidino]-2-pyrrolidinylcarbonyl}-1,3-thiazolidine (967 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074794B2
Source datasetuspto-grants-2006_07
ORD IDord-a7d395d8b4204e2f810e2e993877d9bd
Source noteuspto-grants-2006_07