Acetic Anhydride → HCID 54408560, compound

HRID 1155296Notes

Reaction equation

HRID 1155296 reaction equation
[C:1]1(=[O:22])[N:5]([CH2:6][C@H:7]2[O:13][CH:11]([OH:12])[C@H:10]([OH:14])[C@@H:9]([OH:15])[C@H:8]2[OH:16])[C:4](=[O:17])[C:3]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:2]12.C(O[C:27](=[O:29])[CH3:28])(=O)C>N1C=CC=CC=1>[C:11]([O:12][CH:11]1[O:13][C@H:7]([CH2:6][N:5]2[C:4](=[O:17])[C:3]3=[CH:18][CH:19]=[CH:20][CH:21]=[C:2]3[C:1]2=[O:22])[C@H:8]([O:16][C:27](=[O:29])[CH3:28])[C@H:9]([O:15][C:9](=[O:15])[CH3:8])[C@H:10]1[O:14][C:7](=[O:13])[CH3:6])(=[O:12])[CH3:10]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 54156378HCID 54156378, compound

Product 1

HCID 54408560HCID 54408560, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

6-Deoxy-6-phthalimido-D-galactopyranose (2.9 g.) is acetylated with acetic anhydride (12 ml.) in pyridine (20 ml.) in the normal manner to give 1,2,3,4-tetra-O-acetyl-6-deoxy-6-phthalimido-D-galactopyranose (4.30 g., 96%) as a mixture of α- and β-anomers in the ratio of 1:1.6, [α]D27 +52.5° C. (C 1.0, chloroform); n.m.r. (chloroform-d): δ 5.70 (d, J1,2 8.0 Hz, H-1β), 6.33 (b, H-1α).

Sources & evidence

ORD record
ord-608548d985eb444685237dbeb6a04f28
Source dataset
uspto-grants-1981_11
Patent number
US04301152

Reaction notes

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