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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470933Generated: October 23, 2026

2-Pyrrolidinemethanol, alpha,alpha-diphenyl-, (S)- → (1S,4S)-1,4-bis(4-nitrophenyl)butane-1,4-diol

https://huagongshe.com/en/reaction/1470933

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Pyrrolidinemethanol, alpha,alpha-diphenyl-, (S)-HCID 2724899—
Reactant1,4-Bis(4-nitrophenyl)butane-1,4-dioneHCID 13762891—
Product(1S,4S)-1,4-bis(4-nitrophenyl)butane-1,4-diolHCID 5961696366.3%

Reaction Steps

The product from Example 1A (30 g, 95 wt %, 91.4 mmol) was subjected to the conditions described in Example 32, substituting (R)-(−)-α,α-diphenyl-2-pyrrolidinemethanol for (S)-(−)-α,α-diphenyl-2-pyrrolidinemethanol, to give the title compound (20.14 g, >99.55 ee, 61% yield) which was contaminated with 9.7% of the meso isomer (vs. dl isomer).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006387B2
Source datasetuspto-grants-2015_04
ORD IDord-b9211216563f453291dabcf0ff469089
Source noteuspto-grants-2015_04