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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41152Generated: October 29, 2026

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

https://huagongshe.com/reaction/41152

Reaction equation

Participants

RoleNameHCIDCharge
Reactantmethyl (1R,3S,4S)-3-methoxy-4-(nitrooxy)cyclopentanecarboxylateHCID 66753156—
Reactantmethyl (1RS,3RS,4RS)-3-methoxy-4-(nitrooxy)cyclopentanecarboxylateHCID 67396922—
Product(1RS,3RS,4SR)-3-methoxy-4-(nitrooxy)cyclopentanecarboxylic acidHCID 46220317—

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,3SR,4RS)-3-methoxy-4-(nitrooxy)cyclopentanecarboxylate. 1H NMR (500 MHz, CDCl3) δ 2.17-2.30 (m, 2H), 2.32-2.43 (m, 2H), 2.90 (m, 1H), 3.39 (s, 3H), 3.89 (m, 1H), 5.30 (dd, J=6.1, 10.6 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530521B2
Source datasetuspto-grants-2013_09
ORD IDord-ddb9dcee8e9a4299b9d7a9081610ec02
Source noteuspto-grants-2013_09