Reaction #1874576

ord-f5883eec30c541afa315dc4ca3ef04ed

Reaction equation

Cc1c(Br)c2c(c(C)c1NC(=O)CC(C)(C)C)[C@@H](c1ccc(C(C)C)cc1)CO2
(−)-N-((3R)-7-bromo-3-(4-isopropylphenyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide
Cc1c(Br)c2c(c(C)c1NC(=O)CC(C)(C)C)[C@@H](c1ccc(C(C)C)cc1)CO2
(−)-N-((3R)-7-Bromo-3-(4-isopropylphenyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide
OC(c1ccccc1)(c1ccccc1)c1ccco1
2-furyl(diphenyl)methanol
→
Cc1c(NC(=O)CC(C)(C)C)c(C)c2c(c1-c1ccco1)OC[C@@H]2c1ccc(C(C)C)cc1
title compound
Yield 6.0%
Cc1c(NC(=O)CC(C)(C)C)c(C)c2c(c1-c1ccco1)OC[C@@H]2c1ccc(C(C)C)cc1
N-((3R)-7-(2-Furyl)-3-(4-isopropylphenyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide
Yield 6.0%

Reactants

Cc1c(Br)c2c(c(C)c1NC(=O)CC(C)(C)C)[C@@H](c1ccc(C(C)C)cc1)CO2
(−)-N-((3R)-7-bromo-3-(4-isopropylphenyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide
Cc1c(Br)c2c(c(C)c1NC(=O)CC(C)(C)C)[C@@H](c1ccc(C(C)C)cc1)CO2
(−)-N-((3R)-7-Bromo-3-(4-isopropylphenyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide
OC(c1ccccc1)(c1ccccc1)c1ccco1
2-furyl(diphenyl)methanol

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Using (−)-N-((3R)-7-bromo-3-(4-isopropylphenyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide obtained in Example 51 and 2-furyl(diphenyl)methanol, the title compound was obtained in the same manner as in Example 107. Yield: 6%. Melting point: 214-217° C. (ethyl acetate-hexane).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07507841B2uspto-grants-2009_03