4-Bromobenzyl bromide → HCID 86756718, compound

HRID 1978056Notes

Reaction equation

BrC1C=CC(C[N:7]([S:36]([CH3:39])(=[O:38])=[O:37])[NH:8][C:9](=[O:35])[C@@H:10]([C@@H:15]([C:25](=[O:34])[NH:26][O:27]C2CCCCO2)[CH2:16]/[CH:17]=[CH:18]/[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:11][CH:12]([CH3:14])[CH3:13])=CC=1.O1CCCCC1OC([C@H]([C@@H](CC(C)C)C(NNS(C)(=O)=O)=O)C/C=C/C1C=CC=CC=1)=O.[Br:74][C:75]1[CH:82]=[CH:81][C:78]([CH2:79]Br)=[CH:77][CH:76]=1>>[Br:74][C:75]1[CH:82]=[CH:81][C:78]([CH2:79][C@@:10]([C@@H:15]([C:25](=[O:34])[NH:26][OH:27])[CH2:16][CH:17]=[CH:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)([CH2:11][CH:12]([CH3:14])[CH3:13])[C:9]([NH:8][NH:7][S:36]([CH3:39])(=[O:37])=[O:38])=[O:35])=[CH:77][CH:76]=1

Participants

Reactant 3

HCID 685274-Bromobenzyl bromide

HCID 86756719HCID 86756719, compound

HCID 86756720HCID 86756720, compound

Product 1

HCID 86756718HCID 86756718, compound

Procedure

The (E)-2′-(4-bromobenzyl)-2(R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2′-(methanesulphonyl)-4-methylvalerohydrazide used as the starting material was prepared in an analogous manner to that described in Example 15, part (iii), starting from (E)-(2R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)carbanoyl]-4-phenyl-3-butenyl]-2′-(methanesulphonyl)-4-methylvalerohydrazide by reaction with 4-bromobenzyl bromide.

Workup

customwas prepared in an analogous manner to that

Sources & evidence

ORD record: ord-9a2dadf17cac4fa69622aa008de6ba0b
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06235787B1

Reaction notes

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