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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968222Generated: October 30, 2026

Sodium triacetoxyborohydride → HCID 58293467, compound

https://huagongshe.com/reaction/1968222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant(αR)-α-Aminocyclopentaneacetic acidHCID 10351805—
Reactant1-tert-Butyl 3-methyl 4-formyl-1H-pyrrolo[2,3-b]pyridine-1,3-dicarboxylateHCID 49761613—
SolventDichloromethaneHCID 6344—
ProductHCID 58293467HCID 58293467—

Reaction Steps

To a 10 mL round bottom flask was added sodium triacetoxyborohydride (104 mg, 0.493 mmol), (R)-2-amino-2-cyclopentylacetic acid (47.1 mg, 0.329 mmol) and DCM (2 mL). The reaction mixture was stirred at room temperature for 30 min after which was added 1-tert-butyl 3-methyl 4-formyl-1H-pyrrolo[2,3-b]pyridine-1,3-dicarboxylate (50 mg, 0.164 mmol) in DCM (2 mL). The reaction was stirred at room temperature for 2 h and then quenched with MeOH (3 drops). The mixture was concentrated to afford the title compound, which was used in the next step without further purification. [M+H] calc'd for C22H29N3O6, 432; found, 432.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420816B2
Source datasetuspto-grants-2013_04
ORD IDord-b35815f80c41459f8efab95786a6a2ca
Source noteuspto-grants-2013_04