Benzoic acid, 2-(acetylamino)-4-nitro- → 3alpha-N-(2-acetamido-4-nitrobenzoyl)amino-cholestane

HRID 1595194Notes

Reaction equation

HRID 1595194 reaction equation
[C:1]([NH:4][C:5]1[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[CH:11]=[CH:10][C:6]=1[C:7]([OH:9])=O)(=[O:3])[CH3:2].[NH2:17][C@@H:18]1[CH2:42][CH2:41][C@@:40]2([CH3:43])[CH:20]([CH2:21][CH2:22][C@@H:23]3[C@@H:39]2[CH2:38][CH2:37][C@@:36]2([CH3:44])[C@H:24]3[CH2:25][CH2:26][C@@H:27]2[C@H:28]([CH3:35])[CH2:29][CH2:30][CH2:31][CH:32]([CH3:34])[CH3:33])[CH2:19]1>>[C:1]([NH:4][C:5]1[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[CH:11]=[CH:10][C:6]=1[C:7]([NH:17][C@@H:18]1[CH2:42][CH2:41][C@@:40]2([CH3:43])[CH:20]([CH2:21][CH2:22][C@@H:23]3[C@@H:39]2[CH2:38][CH2:37][C@@:36]2([CH3:44])[C@H:24]3[CH2:25][CH2:26][C@@H:27]2[C@H:28]([CH3:35])[CH2:29][CH2:30][CH2:31][CH:32]([CH3:34])[CH3:33])[CH2:19]1)=[O:9])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 70373Benzoic acid, 2-(acetylamino)-4-nitro-HCID 108727803Alpha-aminocholestane

Product 1

HCID 540380073alpha-N-(2-acetamido-4-nitrobenzoyl)amino-cholestaneYield 37%

Procedure

By using 2-acetamido-4-nitrobenzoic acid (800 mg, 3.57 mmol) and 3α-aminocholestane (1.4 g, 3.61 mmol), the title compound was obtained in the same manner as in Synthetic Example BB1 (784 mg, yield; 37.0%).

Sources & evidence

ORD record
ord-398f09d07acb4be1bf1298798d7ba3b3
Source dataset
uspto-grants-2001_09
Patent number
US06288041B1

Reaction notes

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