2-tetradecanol → HCID 178443200, compound

HRID 247823Notes

Reaction equation

CC(C1C=CC=C(C(C)C)C=1NC(=O)C[P:16]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(=[O:18])[OH:17])C.[CH3:26][CH:27]([C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([CH:35]([CH3:37])[CH3:36])[C:30]=1[NH:38][C:39](=[O:47])[CH2:40]P(=O)([O-])OCC)[CH3:28].[CH3:48][CH:49](O)[CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH3:61]>>[CH3:37][CH:35]([C:31]1[CH:32]=[CH:33][CH:34]=[C:29]([CH:27]([CH3:26])[CH3:28])[C:30]=1[NH:38][C:39](=[O:47])[CH2:40][C:24]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[PH:16](=[O:18])[O:17][CH:60]([CH3:61])[CH2:59][CH2:58][CH2:57][CH2:56][CH2:55][CH2:54][CH2:53][CH2:52][CH2:51][CH2:50][CH2:49][CH3:48])[CH3:36]

Participants

Reactant 3

HCID 208312-tetradecanol

HCID 19764426HCID 19764426, compound

HCID 86746778HCID 86746778, compound

Product 1

HCID 178443200HCID 178443200, compound

Procedure

In a process analogous to Example 7, using (±)-[2-[[2,6-bis(1-methylethyl)phenyl]amino]-2-oxoethyl]phenylphosphinic acid in place of 25 (±)-[2-[[2,6-bis(1-methylethyl)phenyl]amino]-2-oxoethyl]phosphonic acid, ethyl ester and 2-tetradecanol in place of 1-nonanol, the title compound is obtained as a light yellow oil; IR (film) 3232, 2962, 2925, 2855, 1684, 1522, 1467, 1217, 987, 968 cm-1 ; 1H NMR (250 MHz, CDCl3) (mixture of diastereomers) 8.47 (br s, 1 H), 7.88 (dd, J=13 and 8 Hz, 2 H), 7.64 7.45 (m, 3 H), 7.30-7.10 (m, 3 H), 4.55-4.30 (m, 1H), 3.40-3.11 (m, 2 H), 3.35-2.60 (m, 2 H), 1.95-0.90 (m, 28 H), 1.16 (d, J=7 Hz, 12 H), 0.88 (t, J=7 Hz, 3 H); Mass spectrum, m/e (relative intensity) 556 (9), 555 (9), 388 (15), 360 (92), 342 (11), 201 (100), 177 (36), 157 (40), 141 (21), 111 (17), 97 (29).

Sources & evidence

ORD record: ord-cc12c11c52824912a314539039f26cee
Source dataset: uspto-grants-1993_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05208224

Reaction notes

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