Reacción #67681

ord-abc27bb531384fe695337607a40f3259

Ecuación de reacción

CC(C)(C)n1nnnc1[S-].[Na+]
sodium 1-tert-butyl tetrazole-5-thiolate
CC(C)(C)n1nnnc1[S-].[Na+]
Sodium 1-tert-butyl tetrazole-5-thiolate
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
→
CC(C)(Cc1ccccc1)OC(=O)C[C@H]1C[C@@H](CSc2nnnn2C(C)(C)C)OC(C)(C)O1
title compound
CC(C)(Cc1ccccc1)OC(=O)C[C@H]1C[C@@H](CSc2nnnn2C(C)(C)C)OC(C)(C)O1
2-methyl-1-phenylpropan-2-yl 2-((4R,6S)-6-((1-tert-butyl-1H-tetrazol-5-ylthio)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

Reactantes

CC(C)(C)n1nnnc1[S-].[Na+]
sodium 1-tert-butyl tetrazole-5-thiolate
CC(C)(C)n1nnnc1[S-].[Na+]
Sodium 1-tert-butyl tetrazole-5-thiolate
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

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

The procedure was carried out in the same manner as in Example 11, except that sodium 1-tert-butyl tetrazole-5-thiolate (3.6 g) prepared in Example 8 was used in place of sodium 1-phenyl-1H-tetrazole-5-thiolate, and 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. The title compound was obtained (4.6 g).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08524914B2uspto-grants-2013_09