cis-3',3a,4',5',6',11b-hexahydro-6'-methylspiro<5H-furo<3,2-b>naphtho<2,3-d>pyran-5',2'-<2H>pyran>2,6,11-(3H)-trione | 80089-68-5

分子结构分类

有机化合物 - 苯丙烷和聚酮 - 异色满醌

中文名称

——

中文别名

——

英文名称

cis-3',3a,4',5',6',11b-hexahydro-6'-methylspiro<5H-furo<3,2-b>naphtho<2,3-d>pyran-5',2'-<2H>pyran>2,6,11-(3H)-trione

英文别名

cis-3',3a,4',5',6',11b-hexahydro-6'-methylspiro(5H-furo[3,2-b]naphtho[2,3-d]pyran-5',2'-[2H]pyran)2,6,11-(3H)-trione；(6'S,11S,15S,17R)-6'-methylspiro[12,16-dioxatetracyclo[8.7.0.03,8.011,15]heptadeca-1(10),3,5,7-tetraene-17,2'-oxane]-2,9,13-trione

cis-3',3a,4',5',6',11b-hexahydro-6'-methylspiro<5H-furo<3,2-b>naphtho<2,3-d>pyran-5',2'-<2H>pyran>2,6,11-(3H)-trione化学式

CAS

80089-68-5；128051-64-9；128051-65-0；140924-82-9

化学式

C₂₀H₁₈O₆

mdl

——

分子量

354.359

InChiKey

OEUYGKAVYFGZFF-QAVLDUTCSA-N

BEILSTEIN

——

EINECS

——

计算性质

辛醇/水分配系数(LogP)：

1.5
重原子数：

26
可旋转键数：

0
环数：

5.0
sp3杂化的碳原子比例：

0.45
拓扑面积：

78.9
氢给体数：

0
氢受体数：

6

上下游信息

上游原料

中文名称	英文名称	CAS号	化学式	分子量
——	2-(5-tert-butyldimethylsilyloxy-1-oxohexyl)-1,4-naphthoquinone	140860-70-4	C₂₂H₃₀O₄Si	386.563

反应信息

作为产物：

描述：

1,4-二甲氧基萘-2-甲醛在 palladium on activated charcoal manganese(IV) oxide 、正丁基锂、 ammonium cerium(IV) nitrate 、 camphor-10-sulfonic acid 、氢气作用下，以二氯甲烷、水、乙酸乙酯、乙腈为溶剂，反应 93.75h，生成 cis-3',3a,4',5',6',11b-hexahydro-6'-methylspiro<5H-furo<3,2-b>naphtho<2,3-d>pyran-5',2'-<2H>pyran>2,6,11-(3H)-trione

参考文献：

名称：

Brimble, Margaret A.; Nairn, Michael R., Journal of the Chemical Society. Perkin transactions I, 1990, # 1, p. 169 - 171

摘要：

DOI：

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文献信息

Brimble, Margaret A.; Nairn, Michael R., Journal of the Chemical Society. Perkin transactions I, 1990, # 1, p. 169 - 171

作者：Brimble, Margaret A.、Nairn, Michael R.

DOI：——

日期：——
Masamoto, Kazuhisa; Takeuchi, Yoshio; Takeda, Kei, Heterocycles, 1981, vol. 16, # 10, p. 1659 - 1664

作者：Masamoto, Kazuhisa、Takeuchi, Yoshio、Takeda, Kei、Yoshii, Eiichi

DOI：——

日期：——
Synthesis of a pyranonaphthoquinone-spiroacetal

作者：Margaret A. Brimble、Michael R. Nairn

DOI：10.1039/p19920000579

日期：——

A synthesis of pyranonaphthoquinone spiroacetal 12 is reported which represents an efficient entry to the pentacyclic framework of the pyranonaphthoquinone antibiotic griseusin A. The key step involves assembly of the furo[3,2-b]naphtho[2,3-d]pyran 11 via a ceric ammonium nitrate oxidative rearrangement of the furo[3,2-b]naptho[2,1-d]furan 10. This latter heterocycle 10 in turn was constructed via the uncatalysed 1,4-addition of 2 trimethylsilyloxyfuran 9 to naphthoquinone 8. Naphthoquinone 8 is readily available from 1,4 dimethoxynaphthalene-2-carbaldehyde 3 and acetylene 4.

同类化合物

黄麦格霉素镰刀菌素甲醚芦替菌素脱氢胆碱红葱醌紫黄素灰色菌素B 异红葱乙素富仑菌素 B 乳醌霉素A 七尾霉素C 七尾霉素 O-乙基镰红菌素 N-(乙酰氧基)-N-((4-甲基苯基)甲氧基)苯酰胺 N-(4,5-二氢-1,3-噻唑-2-基)-2,4-二甲氧基苯酰胺 9-羟基-7-甲氧基-3-甲基-1H-苯并[g]异苯并吡喃-5,10-二酮 7,9-二羟基-3-甲基-1H-苯并[g]异苯并吡喃-5,10-二酮 3-羟基-3,4-二氢-1H-苯并[g]异苯并吡喃-5,10-二酮 3-溴噻吩 3,9-二羟基-7-甲氧基-3-甲基-1,4-二氢苯并[g]异苯并吡喃-5,10-二酮 3,7,9-三羟基-3-甲基-1,4-二氢苯并[g]异苯并吡喃-5,10-二酮 3,4-二氢-3-羟基-7,9-二甲氧基-3-甲基-1H-萘并[2,3-c]吡喃-5,10-二酮 2-甲基溴丁烷 2-[（（1S，3R）-9-hydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl]acetate甲基] 1H-萘并[2,3-c]吡喃-6,9-二酮,3,4-二氢-8,10-二羟基-7-甲氧基-1,3-二甲基-,(1R,3S)- 1H-萘并[2,3-c]吡喃-6,9-二酮,3,4-二氢-5,10-二羟基-7-甲氧基-1,3-二甲基-,(1R,3S)- 1H-氮杂卓,2-[(4-乙氧苯基)甲基]六氢- 10-羟基-8-[(2R,4S,5R)-5-羟基-4-(羟基甲基)-1,3-二恶烷-2-基]-3-甲基-7-(2-氧代丙基)-1-丙基-1H-苯并[g]异苯并吡喃-6,9-二酮 1,5,10-三羟基-7-甲氧基-3-甲基-1H-苯并[g]异苯并吡喃-6,9-二酮 (5R,3aR,11bR)-4'alpha-乙酰氧基-3',3a,4',5',6',11b-六氢-3'alpha,7-二羟基-6'beta-甲基螺[5H-呋喃并[3,2-b]萘并[2,3-d]吡喃-5,2'-[2H]吡喃]-2,6,11(3H)-三酮 (3aR-(3aalpha,5alpha,11balpha))-3,3a,5,11b-四氢-8-羟基-7-甲氧基-5-甲基-2H-呋喃并(3,2-b)萘并(2,3-d)吡喃-2,6,11-三酮 cis-3,4-dihydro-4-hydroxy-3-methyl-1H-naphtho<2,3-c>pyran-5,10-dione 10-hydroxy-7-methoxy-3-methylbenzo[g]isochromene-1,6,9-trione (1S,3R,4R)-3,4-dihydro-4,7,9-trihydroxy-1,3-dimethylnaphtho[2,3-c]pyran-5,10-quinone (1S,3R,4S)-3,4-dihydro-4,7,9-trihydroxy-1,3-dimethylnaphtho[2,3-c]pyran-5,10-quinone (1R,3S,4R)-3,4-dihydro-4,7,9-trihydroxy-1,3-dimethylnaphtho[2,3-c]pyran-5,10-quinone (1R,3S,4S)-3,4-dihydro-4,7,9-trihydroxy-1,3-dimethylnaphtho[2,3-c]pyran-5,10-quinone 2,4-dihydro-1-(hydroxymethyl)-1H-naphtho<2,3-c>pyran-3,5,10-trione (+/-)-3,4-dihydro-1-hydroxy-7,9-dimethoxy-1-methyl-3-(1-propyl)-1H-naphtho<2,3-c>pyran-5,10-quinone fusarubin 8-O-methylfusarubin (1'R*,3'R*)-methyl [1'-hydroxy-5',10'-dioxo-3',4',5',10'-tetrahydro-1'H-naphtho[2,3-c]pyran-3'-yl]acetate 3-methyl-1H-naphtho<2,3-c>pyran-5,10-dione Bromomethyl (5,10-dioxo-5,10-dihydronaphtho[2,3-C]pyran-3-yl) Ketone (3aR,5S,11bR)-5-Methyl-3,3a,5,11b-tetrahydro-1,4-dioxa-cyclopenta[a]anthracene-2,6,11-trione 5-epi-frenolicin B (3aS,5S,11bS)-7-hydroxy-5-propyl-3,3a,5,11b-tetrahydro-2H-benzo[g]thro[3,2-c]isochromene-2,6,11-trione (1R,3R)-3-((4-benzyl-1H-1,2,3-triazol-1-yl)methyl)-9-methoxy-1-methyl-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione (1R,3R)-3-((4-(2-hydroxyphenyl)-1H-1,2,3-triazol-1-yl)methyl)-9-methoxy-1-methyl-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione (1R,3R)-3-((4-hexyl-1H-1,2,3-triazol-1-yl)methyl)-9-methoxy-1-methyl-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione