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【结 构 式】

【分子编号】62449

【品名】ethyl (2R,3S)-2,3-dihydroxy-3-(4-methoxyphenyl)propanoate

【CA登记号】

【 分 子 式 】C12H16O5

【 分 子 量 】240.25604

【元素组成】C 59.99% H 6.71% O 33.3%

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:(XXX)

A different strategy to reach the amino ester precursor (XXIX) was developed starting from the chiral diol (XXX), readily accessible by asymmetric dihydroxylation of cinnamate (I). Reaction of diol (XXX) with SOCl2 produced the cyclic sulfite (XXXI) (12,14). Optionally, diol (XXX) was condensed with phosgene to produce the cyclic carbonate (XXXII) (12). Opening of either sulfite (XXXI) or carbonate (XXXII) with 2-aminothiophenol (VIII) proceeded with retention of the configuration, leading to the desired intermediate aminoacid (XXIX)

1 Lohray, B.B.; Jayachandran, B.; Bhushan, V.; Nandanan, E.; Ravindranathan, T.; Anchimeric assisted unprecedented SN(i)-type cleavage of cyclic sulfite: Application in the synthesis of the calcium channel blocker diltiazem. J Org Chem 1995, 60, 18, 5983.
2 Hulshof, L.A.; Kuilman, T.; Process for preparing 1,5-benzothiazepin derivs.. EP 0450705 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 62431 ethyl (E)-3-(4-methoxyphenyl)-2-propenoate C12H14O3 详情 详情
(VIII) 25182 2-aminobenzenethiol 137-07-5 C6H7NS 详情 详情
(XXIX) 62448 (2S,3S)-3-[(2-aminophenyl)sulfanyl]-2-hydroxy-3-(4-methoxyphenyl)propanoic acid C16H17NO4S 详情 详情
(XXX) 62449 ethyl (2R,3S)-2,3-dihydroxy-3-(4-methoxyphenyl)propanoate C12H16O5 详情 详情
(XXXI) 62450 ethyl (4R,5S)-5-(4-methoxyphenyl)-2-oxo-1,3,2lambda~4~-dioxathiolane-4-carboxylate C12H14O6S 详情 详情
(XXXII) 62451 ethyl (4R,5S)-5-(4-methoxyphenyl)-2-oxo-1,3-dioxolane-4-carboxylate C13H14O6 详情 详情
Extended Information