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【结 构 式】 
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【分子编号】35019 【品名】(5R,6S)-6-(3,4,5-trimethoxyphenyl)-5,6-dihydrocyclobuta[f][1,3]benzodioxol-5-yl acetate 【CA登记号】 |
【 分 子 式 】C20H20O7 【 分 子 量 】372.3746 【元素组成】C 64.51% H 5.41% O 30.08% |
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：(LXX)The reaction of benzocyclobutane derivative (LXX) with isocyanate (LXXI) by means of Ph3SnOAc gives the carbamate (LXXII), which is cyclized by a thermal treatment with LiOH yielding the tetracyclic carboxylic acid (LXXIII). The opening of the oxazinone ring of (LXXIII) in basic medium affords the tricyclic amino acid (LXXIV), which is finally cyclized to the target compound by reaction with sodium nitrite in acidic medium (pH = 4).
| 【1】 Ward, R.S.; Synthesis of podophyllotoxin and related compounds. Synthesis 1992, 719. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (LXX) | 35019 | (5R,6S)-6-(3,4,5-trimethoxyphenyl)-5,6-dihydrocyclobuta[f][1,3]benzodioxol-5-yl acetate | C20H20O7 | 详情 | 详情 | |
| (LXXI) | 35020 | methyl (E)-4-isocyanato-2-butenoate | C6H7NO3 | 详情 | 详情 | |
| (LXXII) | 35021 | methyl (E)-4-[([[(5R,6S)-6-(3,4,5-trimethoxyphenyl)-5,6-dihydrocyclobuta[f][1,3]benzodioxol-5-yl]oxy]carbonyl)amino]-2-butenoate | C24H25NO9 | 详情 | 详情 | |
| (LXXIII) | 35022 | (4aR,5R,6R,11bR)-2-oxo-6-(3,4,5-trimethoxyphenyl)-3,4,4a,5,6,11b-hexahydro-2H-[1,3]dioxolo[4',5':6,7]naphtho[2,1-e][1,3]oxazine-5-carboxylic acid | C23H23NO9 | 详情 | 详情 | |
| (LXXIV) | 35023 | (5R,6R,7R,8R)-7-(aminomethyl)-8-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetrahydronaphtho[2,3-d][1,3]dioxole-6-carboxylic acid | C22H25NO8 | 详情 | 详情 |
Extended Information