Reacción #83058

ord-90eaad4618504011afff5937789a029e

Ecuación de reacción

CC(=O)S[C@@H]1CO[C@@H](CN(OCc2ccccc2)C(C)=O)C1
product
CC(=O)S[C@@H]1CO[C@@H](CN(OCc2ccccc2)C(C)=O)C1
Ethanethioic acid trans-(+/-)-S-[5-[[Acetyl(phenylmethoxy)amino]methyl]tetrahydro-3-furanyl]ester
CO.C[O-].[Na+]
sodium methoxide methyl alcohol
CC(C)O.Cl
hydrochloric acid isopropyl alcohol
→
CC(=O)N(C[C@H]1C[C@H](S)CO1)OCc1ccccc1
desired product
Rendimiento 60.4%
CC(=O)N(C[C@H]1C[C@H](S)CO1)OCc1ccccc1
trans-(+/-)-N-[(Tetrahydro-4-mercapto-2-furanyl)methyl]-N-(phenylmethoxy)acetamide
Rendimiento 60.4%

Reactantes

CC(=O)S[C@@H]1CO[C@@H](CN(OCc2ccccc2)C(C)=O)C1
product
CC(=O)S[C@@H]1CO[C@@H](CN(OCc2ccccc2)C(C)=O)C1
Ethanethioic acid trans-(+/-)-S-[5-[[Acetyl(phenylmethoxy)amino]methyl]tetrahydro-3-furanyl]ester
CO.C[O-].[Na+]
sodium methoxide methyl alcohol
CC(C)O.Cl
hydrochloric acid isopropyl alcohol

Reactivos

Ninguno

Disolventes

C1CCOC1
tetrahydrofuran

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

The title compound is prepared by the procedure of Example 16 using 0.390 g of product from Example 72, 0.580 ml of 25% sodium methoxide/methyl alcohol, 0.850 ml of tetrahydrofuran and 1.26 ml of 2N hydrochloric acid/isopropyl alcohol to give 0.205 g of the desired product.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05623081uspto-grants-1997_04