(+)-L-Leucine methyl ester → HCID 54265930, compound

HRID 1195403Notes

Reaction equation

HRID 1195403 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)=[C:9]([C:20]2[N:24]([CH3:25])[N:23]=[N:22][N:21]=2)/[CH:10]=[CH:11]/[C@H:12]2[O:17][C:16](=[O:18])[CH2:15][C@H:14]([OH:19])[CH2:13]2)=[CH:4][CH:3]=1.[CH3:33][O:34][C:35](=[O:42])[C@H:36]([CH2:38][CH:39]([CH3:41])[CH3:40])[NH2:37]>O1CCCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)=[C:9]([C:20]2[N:24]([CH3:25])[N:23]=[N:22][N:21]=2)[CH:10]=[CH:11][C@@H:12]([OH:17])[CH2:13][C@@H:14]([OH:19])[CH2:15][C:16]([NH:37][C@H:36]([C:35]([O:34][CH3:33])=[O:42])[CH2:38][CH:39]([CH3:41])[CH3:40])=[O:18])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 65105(+)-L-Leucine methyl esterHCID 9932838(4R)-Tetrahydro-4α-hydroxy-6α-[(E)-4,4-bis(4-fluorophenyl)-3-(1-methyl-1H-tetrazol-5-yl)-1,3-butadienyl]-2H-pyran-2-one

Product 1

HCID 54265930HCID 54265930, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

When a solution of trans-(4R,6S)-6-[4,4-bis(4-fluorophenyl)-3-(1-methyl-1H-tetrazol-5-yl)-1,3-butadienyl]-tetrahydro-4-hydroxy-2H-pyran-2-one in tetrahydrofuran is treated with at least one equivalent of L-leucine methyl ester (prepared in situ from the hydrochloride salt) and heated to reflux temperature, the title compound is thereby produced. EXAMPLE 148

Workup

  1. temperatureheated
  2. temperatureto reflux temperature

Sources & evidence

ORD record
ord-6453b3db2abf4735a3f2b365e26d0a3a
Source dataset
uspto-grants-1992_05
Patent number
US05110940

Reaction notes

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