Phenylmethanesulfonyl chloride → HCID 86756728, compound

HRID 1978063Notes

Reaction equation

[C:1]([O:5][C:6]([C@H:8]([C@@H:18]([CH2:29][CH:30]([CH3:32])[CH3:31])[C:19]([NH:21][NH:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:20])[CH2:9]/[CH:10]=[CH:11]/[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:33]([S:40](Cl)(=[O:42])=[O:41])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>>[CH2:33]([S:40]([N:22]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[NH:21][C:19](=[O:20])[C@@H:18]([C@@H:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:9]/[CH:10]=[CH:11]/[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[CH2:29][CH:30]([CH3:32])[CH3:31])(=[O:42])=[O:41])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

Participants

Reactant 2

HCID 74740Phenylmethanesulfonyl chloride

HCID 15380770HCID 15380770, compound

Product 1

HCID 86756728HCID 86756728, compoundYield 77.8%

Procedure

In an analogous manner to that described in Example 1, part (ii), starting from 0.3 g of (E)-2(R)-[1(S)-(tert-butoxycarbonyl)-4-phenyl-3-butenyl]-4-methyl-2′-phenylvalerohydrazide and 0.543 g of benzylsulphonyl chloride there was obtained 0.316 g of (E)-2′-(benzylsulphonyl)-2(R)-[1(S)-(tert-butoxycarbonyl)-4-phenyl-3-butenyl]-4-methyl-2′-phenylvalerohydrazide in the form of a white solid.

Sources & evidence

ORD record: ord-0936d85d8424425fa58f734f731afd91
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06235787B1

Reaction notes

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