N-Formylleucine → N-formyl-L-leucine (S,Z)-1-[[(2S,3S)-3-hexyl-4-oxo-2-oxetanyl]methyl]-4-dodecenyl ester

HRID 1681977Notes

Reaction equation

HRID 1681977 reaction equation
[CH2:1]([C@H:11]1[C@H:14]([CH2:15][C@H:16]([OH:21])[CH2:17][CH2:18][CH:19]=[CH2:20])[O:13][C:12]1=[O:22])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]CCCC.[CH:23]([NH:25][C@H:26]([C:31]([OH:33])=O)[CH2:27][CH:28]([CH3:30])[CH3:29])=[O:24]>>[CH2:1]([C@@H:11]1[C:12](=[O:22])[O:13][C@H:14]1[CH2:15][C@@H:16]([O:21][C:31](=[O:33])[C@H:26]([CH2:27][CH:28]([CH3:29])[CH3:30])[NH:25][CH:23]=[O:24])[CH2:17][CH2:18]/[CH:19]=[CH:20]\[CH2:12][CH2:11][CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

3

Procedure

by esterifying (S)-3-decyl-(S)-4-[(R)-2-hydroxy-5-hexenyl)-2-oxetanone with N-formyl L leucine there was obtained

Workup

  1. customthere was obtained

Sources & evidence

ORD record
ord-957da31d81124375bcf4ca3578b5e4db
Source dataset
uspto-grants-1992_12
Patent number
US05175186

Reaction notes

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