(1,1'-Biphenyl)-4-sulphonyl chloride → HCID 131725610, compound

HRID 1745280Notes

Reaction equation

HRID 1745280 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]([CH2:45][OH:46])[C@H:37]([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[OH:38]>>[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]([CH2:45][OH:46])[C@@H:37]([OH:38])[C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)=[O:18])(=[O:27])=[O:26])=[CH:21][CH:20]=1

Participants

4

Reactant 3

HCID 74192(1,1'-Biphenyl)-4-sulphonyl chlorideHCID 119881(S(R*,R*))-2-amino-1-phenylpropane-1,3-diolHCID 58714586(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid

Product 1

HCID 131725610HCID 131725610, 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-amino-1-phenyl-1,3-propanediol, the title compound was obtained in 82% purity by HPLC. MS(ESI+): m/z=524.

Sources & evidence

ORD record
ord-2f63af7443534398a2b64eb70129b993
Source dataset
uspto-grants-2006_03
Patent number
US07018988B2

Reaction notes

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