HCID 10604013, compound → HCID 11801468, compound

HRID 2186323Notes

Reaction equation

HRID 2186323 reaction equation
C([O:4][C@@H:5]1[C@H:9]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C@@:8]([C:27]#[C:28][Si:29]([CH2:34][CH3:35])([CH2:32][CH3:33])[CH2:30][CH3:31])([CH2:18][O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[O:7][C@H:6]1[N:36]1[C:45]2[N:44]=[CH:43][N:42]=[C:40]([NH2:41])[C:39]=2[N:38]=[CH:37]1)(=O)C>CO.C(N(CC)CC)C>[CH2:11]([O:10][C@@H:9]1[C@@:8]([C:27]#[C:28][Si:29]([CH2:32][CH3:33])([CH2:30][CH3:31])[CH2:34][CH3:35])([CH2:18][O:19][CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[O:7][C@@H:6]([N:36]2[C:45]3[N:44]=[CH:43][N:42]=[C:40]([NH2:41])[C:39]=3[N:38]=[CH:37]2)[C@@H:5]1[OH:4])[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 1

HCID 10604013HCID 10604013, compound

Product 1

HCID 11801468HCID 11801468, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8471TriethylamineSolvent

Procedure

To a solution of Compound 20 (0.354 g, 0.565 mmol) in methanol (14 ml), triethylamine (3.3 ml) was added, and the mixture was stirred for one day at room temperature under air-tight condition. The mixture was concentrated under reduced pressure. The residue was applied to a silica gel column (10 g, eluent; ethyl acetate:n-hexane:ethanol 20:10:1), to thereby yield Compound 21 in an amount of 0.283 g (86%).

Workup

  1. concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-d79828ed947f4cb4a0452186b7ff5235
Source dataset
uspto-grants-2002_06
Patent number
US06403568B1

Reaction notes

Loading…