Ethanol → HCID 131727257, compound

HRID 1455789Notes

Reaction equation

HRID 1455789 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([S:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][C:24]([NH:28][C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])([CH3:27])[CH2:25][OH:26])=[C:18]([Cl:36])[CH:17]=2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCCCCC.C(O)C>C(Cl)(Cl)Cl>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([S:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][C:24]([NH:28][C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])([CH3:27])[CH2:25][OH:26])=[C:18]([Cl:36])[CH:17]=2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1.[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([S:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][C:24]([NH:28][C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])([CH3:27])[CH2:25][OH:26])=[C:18]([Cl:36])[CH:17]=2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 8058HexaneHCID 59837307HCID 59837307, compound

Product 1

HCID 131727257HCID 131727257, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

The compound of Example 175 was optically resolved by HPLC (Chiralpak AD, hexane:ethanol=85:15, wavelength=UV 254 nm, flow rate=3 mL/min). A compound with an optical rotation of [α]25.3D+4.6° (C=1.0, chloroform) and a compound with an optical rotation of [α]25.6D−2.2° (C=1.0, chloroform) were obtained from the first elution fraction and the second elution fraction, respectively.

Sources & evidence

ORD record
ord-a5c99a1bdb874517b1ecabfb13a6cb1b
Source dataset
uspto-grants-2009_01
Patent number
US07482491B2

Reaction notes

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