Reaktion #67682

ord-203fa7ae779f4adf88cc967c5402530a

Reaktionsgleichung

CC(C)(Cc1ccccc1)OC(=O)C[C@H]1C[C@@H](CCl)OC(C)(C)O1
2-methyl-1-phenylpropan-2-yl 2-((4R,6S)-6-(chloromethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate
Cn1c([S-])nc2ccccc21.[Na+]
sodium 1-methyl-1H-benzo[d]imidazole-2-thiolate
Cn1c([S-])nc2ccccc21.[Na+]
Sodium 1-methyl-1H-benzo[d]imidazole-2-thiolate
→
Cn1c(SC[C@@H]2C[C@H](CC(=O)OC(C)(C)Cc3ccccc3)OC(C)(C)O2)nc2ccccc21
title compound
Cn1c(SC[C@@H]2C[C@H](CC(=O)OC(C)(C)Cc3ccccc3)OC(C)(C)O2)nc2ccccc21
2-methyl-1-phenylpropan-2-yl 2-((4R,6S)-2,2-dimethyl-6-((1-methyl-1H-benzo[d]imidazol-2-ylthio)methyl)-1,3-dioxan-4-yl)acetate

Edukte

CC(C)(Cc1ccccc1)OC(=O)C[C@H]1C[C@@H](CCl)OC(C)(C)O1
2-methyl-1-phenylpropan-2-yl 2-((4R,6S)-6-(chloromethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate
Cn1c([S-])nc2ccccc21.[Na+]
sodium 1-methyl-1H-benzo[d]imidazole-2-thiolate
Cn1c([S-])nc2ccccc21.[Na+]
Sodium 1-methyl-1H-benzo[d]imidazole-2-thiolate

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The procedure was carried out in the same manner as in Example 11, except that 3.5 g of 2-methyl-1-phenylpropan-2-yl 2-((4R,6S)-6-(chloromethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate was used in place of 30 g thereof, and sodium 1-methyl-1H-benzo[d]imidazole-2-thiolate (3.7 g) prepared in Example 9 was used in place of sodium 1-phenyl-1H-tetrazole-5-thiolate. The title compound was obtained (4.7 g).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08524914B2uspto-grants-2013_09