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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1824216Generated: November 1, 2026

rac-(3R,4S)-4-aminooxolan-3-ol → trans-(+/-)-4-[(3,6-Diethylpyrazin-2-yl)amino]tetrahydrofuran-3-ol

https://huagongshe.com/reaction/1824216

Reaction equation

Participants

RoleNameHCIDCharge
Reactantrac-(3R,4S)-4-aminooxolan-3-olHCID 11768516—
Reactantbenzyl (3R,4S)-3-[(3,6-diethylpyrazin-2-yl)amino]-4-hydroxypyrrolidine-1-carboxylateHCID 60044796—
Producttrans-(+/-)-4-[(3,6-Diethylpyrazin-2-yl)amino]tetrahydrofuran-3-olHCID 86588871—

Reaction Steps

Following the procedure for the preparation of benzyl(3R,4S)-3-[(3,6-diethylpyrazin-2-yl)amino]-4-hydroxypyrrolidine-1-carboxylate but substituting trans-(+/−)-4-aminotetrahydrofuran-3-ol and making non-critical variations provided the title compound as an orange oil. IR (diffuse reflectance) 3356, 3255, 2972, 2938, 1587, 1511, 1464, 1453, 1396, 1337, 1185, 1099, 1064, 965, 888 cm−1; OAMS supporting ions at: ESI+ 238.1; MS (EI) m/z 237 (M+); HRMS (FAB) calcd for C12H19N3O2+H1 238.1555, found 238.1551.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07041672B2
Source datasetuspto-grants-2006_05
ORD IDord-3252ccdcf06a4d70a3244d223951bbae
Source noteuspto-grants-2006_05