HCID 54395317, compound → HCID 53857629, compound

HRID 2417860Notes

Reaction equation

HRID 2417860 reaction equation
C([O:4][C@@H:5]1[C@@H:21]([O:22]C(=O)C)[C@H:20]([O:26][C@H:27]2[O:44][C@H:43]([CH2:45][O:46]C(=O)C)[C@@H:38]([O:39]C(=O)C)[C@H:33]([O:34]C(=O)C)[C@H:28]2[O:29]C(=O)C)[C@@H:19]([CH2:50][O:51]C(=O)C)[O:18][C@H:6]1[S:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=1)(=O)C>CO>[C@H:27]1([O:26][C@@H:20]2[C@@H:19]([CH2:50][OH:51])[O:18][C@@H:6]([S:7][C:8]3[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:15])[F:16])[CH:9]=3)[C@H:5]([OH:4])[C@H:21]2[OH:22])[O:44][C@H:43]([CH2:45][OH:46])[C@@H:38]([OH:39])[C@H:33]([OH:34])[C@H:28]1[OH:29]

Participants

3

Reactant 1

HCID 54395317HCID 54395317, compound

Product 1

HCID 53857629HCID 53857629, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 3.5 g portion of 3-trifluoromethylphenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside was reacted as described in Example 8. Rather than refrigerating overnight, this mixture was allowed to stand at room temperature for 20 hours, giving 2.5 g of the desired intermediate as a white solid, [α]D26 =+25°±2° (0.496%, methanol).

Workup

  1. waitto stand at room temperature for 20 hours

Sources & evidence

ORD record
ord-50f82b5ab5d54dbb97d65caaeaad7401
Source dataset
uspto-grants-1984_09
Patent number
US04470976

Reaction notes

Loading…