HCID 13386274, compound → HCID 13386277, compound

HRID 2309259Notes

Reaction equation

[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([CH2:19][O:20]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[O:7][C@@H:6]1[O:40][CH2:41][C@H:42]([O:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH3:73])[CH2:43][O:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH3:58])(=[O:3])[CH3:2]>C(O)(=O)C>[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([CH2:19][OH:20])[O:7][C@@H:6]1[O:40][CH2:41][C@H:42]([O:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH3:73])[CH2:43][O:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH3:58])(=[O:3])[CH3:2]

Participants

Conditions

Temperature: 50 °C

Procedure

3-O-(2,3,4-tri-O-acetyl-6-O-trityl-α-D-galactopyranosyl)-1,2-di-O-tetradecyl-Sn-glycerol (5) (599 mg) was mixed with 90% acetic acid (30 ml). The mixture was stirred at 50° C. for 2 hours and concentrated in vacuo. The residue was subjected to column chromatography (Wakogel C-300, 120 g) and eluted with 2.5% methanol-containing chloroform to obtain 3-O-(2,3,4-tri-O-acetyl-α-D-galactopyranosyl)-1,2-di-O-tetradecyl-Sn-glycerol (6) (255 mg, 60.8%).

Workup

concentrationconcentrated in vacuo
washeluted with 2.5% methanol-
additioncontaining chloroform

Sources & evidence

ORD record: ord-6531433a8eac4856b3e373733d84218c
Source dataset: uspto-grants-1987_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04694076

Reaction notes

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