phenylmethyl 1-[N-(4-acetylaminobenzenesulfonyl)amino]cyclohexanecarboxylate → 1-((4-Acetamidophenyl)sulfonamido)cyclohexane-1-carboxylic acid

HRID 1953448Notes

Reaction equation

HRID 1953448 reaction equation
CC(OC(N1CCN(C(NC2(C(OCC3C=CC=CC=3)=O)CCCCC2)=O)CC1)=O)(C)C.[C:33]([NH:36][C:37]1[CH:42]=[CH:41][C:40]([S:43]([NH:46][C:47]2([C:53]([O:55]CC3C=CC=CC=3)=[O:54])[CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]2)(=[O:45])=[O:44])=[CH:39][CH:38]=1)(=[O:35])[CH3:34]>>[C:33]([NH:36][C:37]1[CH:42]=[CH:41][C:40]([S:43]([NH:46][C:47]2([C:53]([OH:55])=[O:54])[CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]2)(=[O:45])=[O:44])=[CH:39][CH:38]=1)(=[O:35])[CH3:34]

Participants

3

Reactant 2

HCID 23297925phenylmethyl 1-[N-(4-acetylaminobenzenesulfonyl)amino]cyclohexanecarboxylateHCID 53984920phenylmethyl 1-[N-[4-(2-methyl-2-propyloxycarbonyl)piperazine-1-carbonyl]amino]cyclohexanecarboxylate

Product 1

HCID 7886311-((4-Acetamidophenyl)sulfonamido)cyclohexane-1-carboxylic acidYield 97%

Procedure

The same procedure as in Reference Example 8 was repeated except that the phenylmethyl 1-[N-[4-(2-methyl-2-propyloxycarbonyl)piperazine-1-carbonyl]amino]cyclohexanecarboxylate was replaced by 11.5 g of said phenylmethyl 1-[N-(4-acetylaminobenzenesulfonyl)amino]cyclohexanecarboxylate, whereby 8.7 g of the captioned 1-[N-(4-acetylaminobenzenesulfonyl)amino]cyclohexanecarboxylic acid was obtained in a yield of 97%.

Sources & evidence

ORD record
ord-3ab03c85401f4f71922ba8a90a11e61f
Source dataset
uspto-grants-2000_09
Patent number
US06117870

Reaction notes

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