1-Bromoheptadecane → (3S,4R)-3-(N,N-Dibenzylamino)-4-heneicosanol

HRID 722814

Reaction equation

HRID 722814 reaction equation
[CH2:1]([N:8]([C@@H:16]([CH2:19][CH3:20])[CH:17]=[O:18])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38]>>[CH2:9]([N:8]([C@H:16]([C@H:17]([OH:18])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH3:22])[CH2:19][CH3:20])[CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 190221-BromoheptadecaneHCID 57433110(S)-2-(dibenzylamino)butanal

Product 1

HCID 58743257(3S,4R)-3-(N,N-Dibenzylamino)-4-heneicosanol

Procedure

According to the method of Example 26, from aldehyde 6 (610 mg, 2.28 mmol) and 1-bromoheptadecane (1.82 g, 5.70 mmol), alcohol 62 was obtained as a colorless oil (620 mg, 54% yield).

Sources & evidence

ORD record
ord-db445c4a16e04304b35de9949fe501ba
Source dataset
uspto-grants-2006_11
Patent number
US07138547B2

Linked notes

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