HCID 45097414, compound → tert-butyl (2R,3S)-3-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate

HRID 1864508Notes

Reaction equation

HRID 1864508 reaction equation
[OH:1][C@H:2]1[CH2:6][CH2:5][N:4]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[C@@H:3]1[C:14](OCC)=[O:15].OC[C@@H]1[C@@H](C)CCN1C(OC(C)(C)C)=O>>[OH:1][C@H:2]1[CH2:6][CH2:5][N:4]([C:7]([O:9][C:10]([CH3:11])([CH3:12])[CH3:13])=[O:8])[C@@H:3]1[CH2:14][OH:15]

Participants

3

Reactant 2

HCID 45097414HCID 45097414, compoundHCID 59710385HCID 59710385, compound

Product 1

HCID 10910976tert-butyl (2R,3S)-3-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate

Procedure

The title compound was prepared from 1-(1,1-dimethylethyl) 2-ethyl(2S,3S)-3-hydroxy-1,2-pyrrolidinedicarboxylate using the methods used to prepare 1,1-dimethylethyl(2S,3S)-2-(hydroxymethyl)-3-methyl-1-pyrrolidinecarboxylate. 1H NMR (400 MHz, DMSO-D6) δ ppm 1.4 (s, 9H), 1.6 (m, 1H), 1.9 (m, 1H), 3.1 (m, 1H), 3.2 (m, 2H), 3.4 (m, 2H), 4.1 (m, 1H). ES+=218.24, 117.97 (-Boc).

Sources & evidence

ORD record
ord-3a5f469e81ad4d89b7432243916e2bde
Source dataset
uspto-grants-2009_12
Patent number
US07625909B2

Reaction notes

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