HCID 54199685, compound → HCID 53999362, compound

HRID 1417178Notes

Reaction equation

C([O:8][C@H:9]1[C@H:27]([O:28][CH3:29])[C@@H:26]([CH2:30][OH:31])[O:25][C@H:11]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22])[C@@H:10]1[O:32][C@H:33]1[O:62][C@H:61]([CH2:63][O:64]CC2C=CC=CC=2)[C@@H:52]([O:53]CC2C=CC=CC=2)[C@H:43]([O:44]CC2C=CC=CC=2)[C@H:34]1[O:35]CC1C=CC=CC=1)C1C=CC=CC=1.[C@H]1(O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]2OCCCCCCCCC(OC)=O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O>>[CH3:29][O:28][C@@H:27]1[C@@H:26]([CH2:30][OH:31])[O:25][C@H:11]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22])[C@H:10]([O:32][C@H:33]2[O:62][C@H:61]([CH2:63][OH:64])[C@@H:52]([OH:53])[C@H:43]([OH:44])[C@H:34]2[OH:35])[C@H:9]1[OH:8]

Participants

Reactant 2

HCID 54199685HCID 54199685, compound

HCID 54244621HCID 54244621, compound

Product 1

HCID 53999362HCID 53999362, compoundYield 89.6%

Procedure

Compound 41 (52 mg, 0.053 mmol) was hydrogenated as described for the preparation of 44 to provide 61 (25 mg, 89.2%) as a white powder after lyophilization; ›α!D +115 (c 0.28, water); 1H-n.m.r. (D2O): δ 5.20(d, 1H, J1',2' 3.8 Hz, H-1'), 5.13(d, 1H, J1,2 3.8 Hz, H-1), 3.75, 3.46(s, 3H each, 2×OCH3) 2.39(t, 2H J 7.5 Hz, CH2COO).

Sources & evidence

ORD record: ord-1e9aa4c4096b4afc832c646ecce41e83
Source dataset: uspto-grants-1999_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05877157

Reaction notes

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