Trityl chloride → HCID 18609808, compound

HRID 2309257Notes

Reaction equation

[C@H:1]1([O:12][CH2:13][C@H:14]([O:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])[CH2:15][O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[O:9][C@H:8]([CH2:10][OH:11])[C@H:6]([OH:7])[C@H:4]([OH:5])[C@H:2]1[OH:3].[C:46](Cl)([C:59]1[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=1)([C:53]1[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=1)[C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1>N1C=CC=CC=1>[C:46]([O:11][CH2:10][C@H:8]1[O:9][C@H:1]([O:12][CH2:13][C@H:14]([O:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])[CH2:15][O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[C@H:2]([OH:3])[C@@H:4]([OH:5])[C@H:6]1[OH:7])([C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)([C:59]1[CH:60]=[CH:61][CH:62]=[CH:63][CH:64]=1)[C:53]1[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=1

Participants

Conditions

Temperature: 60 °C

Procedure

3-O-(α-D-Galactopyranosyl)-1,2-di-O-tetradecyl-Sn-glycerol (3) (647 mg) was dissolved in pyridine (5 ml). Trityl chloride (558 mg) was added to the solution. The mixture was stirred at 60° C. for 7 hours and concentrated in vacuo. The residue was subjected to column chromatography (SiO2, C-300, 50 g) and eluted with 5% methanol-containing chloroform to obtain 3-O-(6-O-trityl-α-D-galactopyranosyl)-1,2-di-O-tetradecyl-Sn-glycerol (4) (758 mg, 85.2%).

Workup

concentrationconcentrated in vacuo
washeluted with 5% methanol-
additioncontaining chloroform

Sources & evidence

ORD record: ord-1b9e814b3c164a90be91389f8022746d
Source dataset: uspto-grants-1987_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04694076

Reaction notes

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