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【结 构 式】

【分子编号】27205

【品名】[2-(1,3-dioxolan-2-yl)-6-(methoxymethoxy)phenyl]lithium

【CA登记号】

【 分 子 式 】C11H13LiO4

【 分 子 量 】216.16282

【元素组成】C 61.12% H 6.06% Li 3.21% O 29.61%

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:(II)

The reaction of the chiral hydroxyaldehyde (I) with the phenyllithium derivative (II) gives the condensation product (III), which is protected with methylboronic acid yielding the cyclic boronate (IV). The cyclization of (IV) by means of TiCl4 followed by a treatment with HF affords the tricyclic tetrol (V), which is finally selectively benzoylated with benzoic acid and DCC to give the target monobenzoate.

1 Morihira, K.; Nishimori, T.; Kusama, H.; Horiguchi, Y.; Kuwajima, I.; Tsuruo, T.; Synthesis of C-ring aromatic taxoids and evaluation of their multi-drug resistance reversing activity. Bioorg Med Chem Lett 1998, 8, 21, 2973.
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) 27204 (1S)-1-hydroxy-4,6,6-trimethyl-5-[(E)-(phenylsulfanyl)methylidene]-3-[(triisopropylsilyl)oxy]-3-cyclohexene-1-carbaldehyde C26H40O3SSi 详情 详情
(II) 27205 [2-(1,3-dioxolan-2-yl)-6-(methoxymethoxy)phenyl]lithium C11H13LiO4 详情 详情
(III) 27206 (1S)-1-[[2-(1,3-dioxolan-2-yl)-6-(methoxymethoxy)phenyl](hydroxy)methyl]-4,6,6-trimethyl-5-[(E)-(phenylsulfanyl)methylidene]-3-[(triisopropylsilyl)oxy]-3-cyclohexen-1-ol C37H54O7SSi 详情 详情
(IV) 27207 (5S)-4-[2-(1,3-dioxolan-2-yl)-6-(methoxymethoxy)phenyl]-2,8,10,10-tetramethyl-9-[(E)-(phenylsulfanyl)methylidene]-1,3-dioxa-2-boraspiro[4.5]dec-7-en-7-yl triisopropylsilyl ether C38H55BO7SSi 详情 详情
(V) 27208 (1S,2S,9R,10R)-1,2,4-trihydroxy-9-(2-hydroxyethoxy)-12,15,15-trimethyl-10-(phenylsulfanyl)tricyclo[9.3.1.0(3,8)]pentadeca-3,5,7,11-tetraen-13-one C26H30O6S 详情 详情
(VI) 27209 2-nitroacetamide C2H4N2O3 详情 详情
(VII) 10202 Benzoic acid 65-85-0 C7H6O2 详情 详情
Extended Information