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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1068160Generated: November 1, 2026

Sodium triacetoxyborohydride → alpha-(r)-(3-(s)-((4-(2-Methyl-benzoimidazol-1-yl)piperidin-1-yl)methyl)-4-(s)-phenylpyrrolidin-1-yl)-cyclohexaneacetic acid, 4-methoxy-benzyl ester

https://huagongshe.com/reaction/1068160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2-Methyl-1-(4-piperidinyl)-1H-benzimidazoleHCID 12961849—
Reactantalpha-(R)-(3-(R)-formyl-4-(S)-phenylpyrrolidin-1-yl)-cyclohexaneacetic acid 4-methoxybenzyl esterHCID 53654320—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Productalpha-(r)-(3-(s)-((4-(2-Methyl-benzoimidazol-1-yl)piperidin-1-yl)methyl)-4-(s)-phenylpyrrolidin-1-yl)-cyclohexaneacetic acid, 4-methoxy-benzyl esterHCID 5731701069.8%

Reaction Steps

The title compound was prepared from 60 mg of α-(R)-(3-(R)-formyl-4-(S)-phenylpyrrolidin-1-yl)-cyclohexaneacetic acid, 4-methoxy-benzyl ester (prepared above as Aldehyde 5), 50 mg of 1-1-piperidin-4-yl-2-methyl-1-H-benzoimidazole (from Step B) and 80 mg of sodium triacetoxyborohydride in 4 mL THF and 1 mL of DMF, using a procedure analogous to that described in Example 95, Step D to provide 61 mg of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06248755B1
Source datasetuspto-grants-2001_06
ORD IDord-565cf0229f924a86a0ef0913b6d49c93
Source noteuspto-grants-2001_06