HCID 89852311, compound → (2S,5S)-tert-butyl 2-((tert-butyldimethylsilyloxy)methyl)-5-hydroxy-4-(hydroxymethyl)-5,6-dihydropyridine-1(2H)-carboxylate

HRID 627229Notes

Reaction equation

[Si](OC[C@@H]1C(C)=C[C@H](O)CN1C(OC(C)(C)C)=O)(C(C)(C)C)(C)C.[Si:25]([O:32][CH2:33][C@@H:34]1[CH:39]=[C:38]([CH2:40][OH:41])[C:37](=[O:42])[CH2:36][N:35]1[C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44])([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:27])[CH3:26]>>[Si:25]([O:32][CH2:33][C@@H:34]1[CH:39]=[C:38]([CH2:40][OH:41])[C@H:37]([OH:42])[CH2:36][N:35]1[C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44])([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:27])[CH3:26]

Participants

Reactant 2

HCID 89852311HCID 89852311, compound

HCID 89852514(S)-tert-butyl 2-((tert-butyldimethylsilyloxy)methyl)-4-(hydroxymethyl)-5-oxo-5,6-dihydropyridine-1(2H)-carboxylate2×

Product 1

HCID 89852454(2S,5S)-tert-butyl 2-((tert-butyldimethylsilyloxy)methyl)-5-hydroxy-4-(hydroxymethyl)-5,6-dihydropyridine-1(2H)-carboxylate

Procedure

The title compound was prepared as a colorless oil (13.7 g, 88%), according to the procedure described for Intermediate 79, from (S)-tert-butyl 2-((tert-butyldimethylsilyloxy)methyl)-4-(hydroxymethyl)-5-oxo-5,6-dihydropyridine-1(2H)-carboxylate (Intermediate 117).

Sources & evidence

ORD record: ord-93a147fdc0d44d248593d51a353660d1
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09309245B2

Reaction notes

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