Methyl Isocyanate → 2-Methylcarbamoyloxy-3-octadecyloxypropyl 8-trimethylammoniooctyl phosphate

HRID 868449Notes

Reaction equation

[P:1]([O-:40])([O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][N+:36]([CH3:39])([CH3:38])[CH3:37])([O:3][CH2:4][CH:5]([OH:26])[CH2:6][O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[O:2].[CH3:41][N:42]=[C:43]=[O:44]>>[P:1]([O-:40])([O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][N+:36]([CH3:39])([CH3:38])[CH3:37])([O:3][CH2:4][CH:5]([O:26][C:43](=[O:44])[NH:42][CH3:41])[CH2:6][O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[O:2]

Participants

Reactant 2

HCID 12228Methyl Isocyanate

HCID 212883902-(Hydroxy)-3-(octadecyloxy)propyl 8-trimethylammoniooctyl phosphate

Product 1

HCID 867424882-Methylcarbamoyloxy-3-octadecyloxypropyl 8-trimethylammoniooctyl phosphateYield 41%

Procedure

By following the procedure of 8, 720 mg of the alcohol derivative obtained in Example 28 was reacted with 2 ml of methyl isocyanate to give 320 mg (yield: 41%) of the desired product.

Sources & evidence

ORD record: ord-9d73d74e517b44c390bb6a3e92f207a1
Source dataset: uspto-grants-1988_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04778912

Reaction notes

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