β-D-Glucopyranoside, 4-aminophenyl 4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-thio-, 2,3,6-triacetate → HCID 54268764, compound

HRID 2417863Notes

Reaction equation

HRID 2417863 reaction equation
C([O:4][C@@H:5]1[C@@H:18]([O:19]C(=O)C)[C@H:17]([O:23][C@@H:24]2[O:41][C@H:40]([CH2:42][O:43]C(=O)C)[C@@H:35]([O:36]C(=O)C)[C@H:30]([O:31]C(=O)C)[C@H:25]2[O:26]C(=O)C)[C@@H:16]([CH2:47][O:48]C(=O)C)[O:15][C@H:6]1[S:7][C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=1)(=O)C>O>[C@@H:24]1([O:23][C@@H:17]2[C@@H:16]([CH2:47][OH:48])[O:15][C@@H:6]([S:7][C:8]3[CH:9]=[CH:10][C:11]([NH2:14])=[CH:12][CH:13]=3)[C@H:5]([OH:4])[C@H:18]2[OH:19])[O:41][C@H:40]([CH2:42][OH:43])[C@@H:35]([OH:36])[C@H:30]([OH:31])[C@H:25]1[OH:26]

Participants

3

Reactant 1

HCID 54099602β-D-Glucopyranoside, 4-aminophenyl 4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-thio-, 2,3,6-triacetate

Product 1

HCID 54268764HCID 54268764, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 3.0 g portion of 4-aminophenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside was reacted as described in Example 29, giving 1.49 g of the desired intermediate as a solid, [α]D26 =-47°±4° (0.34%, water).

Sources & evidence

ORD record
ord-14339c02e1064e1e90069b1274d0f746
Source dataset
uspto-grants-1984_09
Patent number
US04470976

Reaction notes

Loading…