2,4,6-Tris(1-methylethyl)benzenesulfonyl chloride → tert-butyl ((1R,3S)-3-{[(2,4,6-triisopropylphenyl)sulfonyl]amino}cyclohexyl)carbamate

HRID 571962Notes

Reaction equation

HRID 571962 reaction equation
[C:1]([O:5][C:6](=[O:15])[NH:7][C@@H:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([NH2:14])[CH2:9]1)([CH3:4])([CH3:3])[CH3:2].[CH:16]([C:19]1[CH:24]=[C:23]([CH:25]([CH3:27])[CH3:26])[CH:22]=[C:21]([CH:28]([CH3:30])[CH3:29])[C:20]=1[S:31](Cl)(=[O:33])=[O:32])([CH3:18])[CH3:17]>>[CH:16]([C:19]1[CH:24]=[C:23]([CH:25]([CH3:26])[CH3:27])[CH:22]=[C:21]([CH:28]([CH3:30])[CH3:29])[C:20]=1[S:31]([NH:14][C@H:10]1[CH2:11][CH2:12][CH2:13][C@@H:8]([NH:7][C:6](=[O:15])[O:5][C:1]([CH3:4])([CH3:2])[CH3:3])[CH2:9]1)(=[O:33])=[O:32])([CH3:17])[CH3:18]

Participants

3

Reactant 2

HCID 810422,4,6-Tris(1-methylethyl)benzenesulfonyl chlorideHCID 59710757rac-tert-butyl N-((1R,3S)-3-aminocyclohexyl)carbamate

Product 1

HCID 69756926tert-butyl ((1R,3S)-3-{[(2,4,6-triisopropylphenyl)sulfonyl]amino}cyclohexyl)carbamate

Procedure

Compound 7b was prepared following procedures similar to those described previously in Example 1, step A, substituting 7a for i-2d and 2,4,6-triisopropylbenzenesulfonyl chloride for i-5f, respectively. m/z (ES) 503 (MH+Na)+

Sources & evidence

ORD record
ord-7ac57cda3ad544349c66f6225cec49ac
Source dataset
uspto-grants-2015_05
Patent number
US09029377B2

Reaction notes

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