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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41154Generated: October 31, 2026

methyl (1R,3S,4S)-3-methoxy-4-(nitrooxy)cyclopentanecarboxylate → (1RS,3RS,4RS)-3-fluoro-4-(nitrooxy)cyclopentanecarboxylic acid

https://huagongshe.com/reaction/41154

Reaction equation

Participants

RoleNameHCIDCharge
Reactantmethyl (1R,3S,4S)-3-methoxy-4-(nitrooxy)cyclopentanecarboxylateHCID 66753156—
Reactantmethyl (1RS,3RS,4RS)-3-fluoro-4-(nitrooxy)cyclopentanecarboxylateHCID 67396836—
Product(1RS,3RS,4RS)-3-fluoro-4-(nitrooxy)cyclopentanecarboxylic acidHCID 67395802—

Reaction Steps

The title compound was prepared by following step D for example 1, except that the reagent (+)-methyl (1R,3S,4S)-3-methoxy-4-(nitrooxy)cyclopentanecarboxylate was replaced by methyl (1RS,3RS,4RS)-3-fluoro-4-(nitrooxy)cyclopentanecarboxylate. 1H NMR (500 MHz, CDCl3) δ 2.13-2.52 (m, 1H), 2.30-2.52 (m, 2H), 2.61-2.69 (m, 1H), 3.16 (m, 1H), 5.10 (m, 1H), 5.47 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530521B2
Source datasetuspto-grants-2013_09
ORD IDord-e1cbedd68204400092302f1eb5fd0743
Source noteuspto-grants-2013_09