HCID 59346334, compound → 2-(4-Cyclopropyl-benzyl)-4-(beta-D-glucopyranos-1-yl)-benzonitrile

HRID 19835Notes

Reaction equation

HRID 19835 reaction equation
F[C:2]1[CH:9]=[C:8]([C:10]2([O:28][C@H:27]([CH2:29][O:30]C(=O)C)[C@@H:22]([O:23]C(=O)C)[C@H:17]([O:18]C(=O)C)[C@H:12]2[O:13]C(=O)C)[OH:11])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH:34]1([C:37]2[CH:42]=[CH:41][C:40]([CH2:43]C(OCC)=O)=[CH:39][CH:38]=2)[CH2:36][CH2:35]1>>[CH:34]1([C:37]2[CH:42]=[CH:41][C:40]([CH2:43][C:2]3[CH:9]=[C:8]([C@:10]4([O:28][C@H:27]([CH2:29][OH:30])[C@@H:22]([OH:23])[C@H:17]([OH:18])[C@H:12]4[OH:13])[OH:11])[CH:7]=[CH:6][C:3]=3[C:4]#[N:5])=[CH:39][CH:38]=2)[CH2:36][CH2:35]1

Participants

3

Reactant 2

HCID 59346334HCID 59346334, compound2×HCID 67131557HCID 67131557, compound

Product 1

HCID 866564402-(4-Cyclopropyl-benzyl)-4-(beta-D-glucopyranos-1-yl)-benzonitrile

Procedure

Compound (27) may also be obtained by reacting 2-Fluoro-4-(2,3,4,6-tetra-O-acetyl-D-glucopyranos-1-yl)-benzonitrile (Compound XI(1)) and Ethyl 4-cyclopropyl-phenylacetate (Compound XXIV) under basic conditions followed by ester hydrolysis and decarboxylation.

Sources & evidence

ORD record
ord-7a27128f5ea6446ca47728d5e7b7c379
Source dataset
uspto-grants-2010_06
Patent number
US07745414B2

Reaction notes

Loading…