HCID 45097414, compound → 1,1-Dimethylethyl (2R,3S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-(hydroxymethyl)-1-pyrrolidinecarboxylate

HRID 2221011Notes

Reaction equation

HRID 2221011 reaction equation
[CH3:1][C:2]([Si:5]([CH3:25])([CH3:24])[O:6][C@H:7]1[CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[C@@H:8]1[C:19](OCC)=[O:20])([CH3:4])[CH3:3].OC[C@@H]1[C@@H](C)CCN1C(OC(C)(C)C)=O>>[CH3:4][C:2]([Si:5]([CH3:25])([CH3:24])[O:6][C@H:7]1[CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:17])([CH3:16])[CH3:18])=[O:13])[C@@H:8]1[CH2:19][OH:20])([CH3:1])[CH3:3]

Participants

3

Reactant 2

HCID 45097414HCID 45097414, compoundHCID 59710103HCID 59710103, compound

Product 1

HCID 109256021,1-Dimethylethyl (2R,3S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-(hydroxymethyl)-1-pyrrolidinecarboxylate

Procedure

The title compound was prepared from 1-(1,1-dimethylethyl) 2-ethyl(2S,3S)-3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-1,2-pyrrolidinedicarboxylate using the methods used for preparation of 1,1-dimethylethyl(2S,3S)-2-(hydroxymethyl)-3-methyl-1-pyrrolidinecarboxylate. 1H NMR (400 MHz, DMSO-D6) δ ppm—0.0 (m, 6 H) 0.8 (m, 9 H) 1.0 (m, 1 H) 1.4 (m, 9 H) 1.6 (m, 1 H) 3.1 (m, 1 H) 3.2 (m, 2 H) 3.5 (m, 2 H) 4.3 (m, 1 H) 4.8 (m, 1 H).

Sources & evidence

ORD record
ord-5eb9eee4b91649a6a4cd0be633ab21c1
Source dataset
uspto-grants-2008_05
Patent number
US07368453B2

Reaction notes

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