(1,1'-Biphenyl)-4-sulphonyl chloride → HCID 131725605, compound

HRID 1349264Notes

Reaction equation

HRID 1349264 reaction equation
C(OC([N:8]1[CH2:12][C:11](=[N:13][O:14][CH3:15])[CH2:10][C@H:9]1[C:16]([OH:18])=O)=O)(C)(C)C.[C:19]1([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=1.[NH2:35][C@H:36]1[CH2:41][CH2:40][CH2:39][CH2:38][C@@H:37]1[OH:42]>>[C:19]1([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:24]=[CH:23][C:22]([S:25]([N:8]2[CH2:12][C:11](=[N:13][O:14][CH3:15])[CH2:10][C@H:9]2[C:16]([NH:35][C@H:36]2[CH2:41][CH2:40][CH2:39][CH2:38][C@@H:37]2[OH:42])=[O:18])(=[O:27])=[O:26])=[CH:21][CH:20]=1

Participants

4

Reactant 3

HCID 74192(1,1'-Biphenyl)-4-sulphonyl chlorideHCID 7057408(1S,2S)-2-aminocyclohexanolHCID 58714586(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid

Product 1

HCID 131725605HCID 131725605, compound

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid, [1,1′-biphenyl]-4-sulfonyl chloride, and (1S,2S)-2-aminocyclohexanol, the title compound was obtained in 61% purity by HPLC. MS(ESI+): m/z=472.

Sources & evidence

ORD record
ord-542399047ae54582bc9c2bed077390fe
Source dataset
uspto-grants-2007_05
Patent number
US07211601B2

Reaction notes

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