Benzenesulfonyl chloride → HCID 70156382, compound

HRID 2301767Notes

Reaction equation

C(OC([NH:8][CH:9]1[CH2:13][CH:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:11]([CH2:20][N:21]2[CH2:26][CH2:25][CH:24]([N:27]([C:31]([NH:33][CH2:34][C:35]3[CH:40]=[CH:39][C:38]([N+:41]([O-:43])=[O:42])=[CH:37][CH:36]=3)=[O:32])[CH2:28][CH:29]=[CH2:30])[CH2:23][CH2:22]2)[CH2:10]1)=O)(C)(C)C.[C:44]1([S:50](Cl)(=[O:52])=[O:51])[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1>>[C:44]1([S:50]([NH:8][CH:9]2[CH2:13][CH:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:11]([CH2:20][N:21]3[CH2:22][CH2:23][CH:24]([N:27]([C:31]([NH:33][CH2:34][C:35]4[CH:40]=[CH:39][C:38]([N+:41]([O-:43])=[O:42])=[CH:37][CH:36]=4)=[O:32])[CH2:28][CH:29]=[CH2:30])[CH2:25][CH2:26]3)[CH2:10]2)(=[O:52])=[O:51])[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1

Participants

Reactant 2

HCID 7369Benzenesulfonyl chloride

HCID 70157605HCID 70157605, compound

Product 1

HCID 70156382HCID 70156382, compound

Procedure

Using essentially the same procedure as Example 16, Step A and B, 1-(RS)-((t-butoxycarbonyl)amino)-3-(SR)-((4-(N-(4-nitrobenzylaminocarbonyl)-N-(allyl)amino)piperidin-1-yl)methyl)-4-(SR)-phenylcyclopentane from Example 22, Step H (derived from the lower isomer from Example 20, Step E) was deblocked and acylated with phenylsulfonyl chloride to obtain the title compound.

Sources & evidence

ORD record: ord-0cf980ef50674c84bb5b89615dd8a8a2
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06500844B1

Reaction notes

Loading…