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【结 构 式】

【分子编号】56685

【品名】1-bromo-3-methoxy-2,5-bis(methoxymethoxy)benzene; 3-bromo-2,5-bis(methoxymethoxy)phenyl methyl ether

【CA登记号】

【 分 子 式 】C11H15BrO5

【 分 子 量 】307.1411

【元素组成】C 43.02% H 4.92% Br 26.02% O 26.05%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(XVIII)

Alternatively, the bis-methoxymethyl ether (XVIII), prepared from 2-bromo-6-methoxyhydroquinone (XVII), was subjected to palladium-catalyzed coupling with 9-decen-1-ol (XIX) to afford adduct (XX). After catalytic hydrogenation of olefin (XX), the resultant saturated alcohol (XXI) was oxidized to aldehyde (XXII) under Swern conditions. Wittig condensation of (XXII) with the phosphonium salt (XV) led to the heptadecenyl derivative (XXIII). Subsequent hydrolysis of the methoxymethyl ethers of (XXIII) by means of HBr in EtOH furnished the deprotected hydroquinone (XXIV). This was finally oxidized to the title quinone employing silver carbonate in benzene.

1 Yadav, J.S.; et al.; A practical preparation of functionalized alkylbenzoquinones synthesis of maesanin and irisquinone. J Org Chem 1992, 57, 11, 3242.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(XV) 56682 heptyl(triphenyl)phosphonium bromide 13423-48-8 C25H30BrP 详情 详情
(XVII) 56684 2-bromo-6-methoxy-1,4-benzenediol C7H7BrO3 详情 详情
(XVIII) 56685 1-bromo-3-methoxy-2,5-bis(methoxymethoxy)benzene; 3-bromo-2,5-bis(methoxymethoxy)phenyl methyl ether C11H15BrO5 详情 详情
(XIX) 56686 9-Decen-1-ol; 9-Decene-1-ol; omega-Decen-1-ol; Trepanol; Decylenic alcohol 13019-22-2 C10H20O 详情 详情
(XX) 56687 (E)-10-[3-methoxy-2,5-bis(methoxymethoxy)phenyl]-9-decen-1-ol C21H34O6 详情 详情
(XXI) 56688 10-[3-methoxy-2,5-bis(methoxymethoxy)phenyl]-1-decanol C21H36O6 详情 详情
(XXII) 56689 10-[3-methoxy-2,5-bis(methoxymethoxy)phenyl]decanal C21H34O6 详情 详情
(XXIII) 56690 3-[(Z)-10-heptadecenyl]-2,5-bis(methoxymethoxy)phenyl methyl ether; 1-[(Z)-10-heptadecenyl]-3-methoxy-2,5-bis(methoxymethoxy)benzene C28H48O5 详情 详情
(XXIV) 56691 2-[(Z)-10-heptadecenyl]-6-methoxy-1,4-benzenediol C24H40O3 详情 详情
Extended Information