Toluene → HCID 70052289, compound

HRID 842988Notes

Reaction equation

HRID 842988 reaction equation
[C:1](OC(OC(C)(C)C)N(C)C)(C)([CH3:3])[CH3:2].[Cl:15][C:16]1[CH:40]=[CH:39][C:19]([C:20]([CH:22]2[CH2:27][CH2:26][N:25]([S:28]([NH:31][C@H:32]([CH:36]([CH3:38])[CH3:37])[C:33]([OH:35])=[O:34])(=[O:30])=[O:29])[CH2:24][CH2:23]2)=[O:21])=[CH:18][CH:17]=1.[C:41]1(C)C=CC=CC=1>>[C:36]([C@:32]([NH:31][S:28]([N:25]1[CH2:26][CH2:27][CH:22]([C:20](=[O:21])[C:19]2[CH:18]=[CH:17][C:16]([Cl:15])=[CH:40][CH:39]=2)[CH2:23][CH2:24]1)(=[O:30])=[O:29])([CH:1]([CH3:3])[CH3:2])[C:33]([OH:35])=[O:34])([CH3:41])([CH3:38])[CH3:37]

Participants

4

Reactant 3

HCID 1140TolueneHCID 5477121,1-bis(1,1-dimethylethoxy)-N,N,N-trimethylamineHCID 18727220HCID 18727220, compound

Product 1

HCID 70052289HCID 70052289, compound

Procedure

N,N-dimethylformamide di-tert-butyl acetal (134 mg, 0.66 mmol) was added to a solution of 2-(R)-{[4-(4-chlorobenzoyl)piperidine-1-sulfonyl]amino}-3-methylbutyric acid (90 mg, 0.22 mmol) in toluene (2.5 ml) at 90° C. The reaction was stirred for 3 h and concentrated to give tert-butyl 2-(R)-{[4-(4-chlorobenzoyl)piperidine-1-sulfonyl]amino}-3-methylbutyric acid that was used in the next step with no further purification.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-a993862dc8684a19bd46ec4ab026c0f3
Source dataset
uspto-grants-2002_04
Patent number
US06376506B1

Reaction notes

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