alpha-Naphthyl isocyanate → HCID 44231032, compound

HRID 1907260Notes

Reaction equation

HRID 1907260 reaction equation
CC1C=CC(S(O[CH2:12][CH2:13][C@@H:14]([OH:21])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=O)=O)=CC=1.[N:22]([C:25]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:28]=[CH:27][CH:26]=1)=[C:23]=[O:24]>>[C:25]1([N:22]2[CH2:12][CH2:13][C@H:14]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[O:21][C:23]2=[O:24])[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:28]=[CH:27][CH:26]=1

Participants

3

Procedure

The title compound was prepared following a procedure analogous to that described in Example 2 using (R)-3-hydroxy-3-phenylpropyl 4-methylbenzenesulfonate and 1-isocyanatonaphthalene. LC-MS (10-80) tR=2.625 min, m/z=304; 1H NMR (CDCl3) δ 2.44-2.55 (m, 3H), 3.64-3.69 (m, 1H), 3.84-3.91 (m, 1H), 5.62-5.72 (m, 1 H), 7.38-7.61 (m, 9H), 7.86-7.93 (m, 3H).

Sources & evidence

ORD record
ord-c4822c29de354ca39875f50076f4dd99
Source dataset
uspto-grants-2013_12
Patent number
US08598160B2

Reaction notes

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