首页分子通化学资讯化学百科反应查询关于我们

请输入关键词

历史搜索

热门化合物HOT

喹啉
水杨醛
二溴甲烷
谷胱甘肽
L-乳酸
苯巴比妥
辣椒碱
非那明
百草枯
联苯烯

benzyl 5-(acetoxymethyl)-4-ethyl-3-methyl-1H-pyrrole-2-carboxylate | 3750-36-5

分子结构分类

有机化合物 - 苯类化合物 - 苯和取代衍生物

中文名称

——

中文别名

——

英文名称

benzyl 5-(acetoxymethyl)-4-ethyl-3-methyl-1H-pyrrole-2-carboxylate

英文别名

benzyl 5-acetoxymethyl-4-ethyl-3-methylpyrrole-2-carboxylate；Benzyl 5-acetoxymethyl-4-ethyl-3-methyl-2-pyrrolecarboxylate；benzyl 5-(acetyloxymethyl)-4-ethyl-3-methyl-1H-pyrrole-2-carboxylate

benzyl 5-(acetoxymethyl)-4-ethyl-3-methyl-1H-pyrrole-2-carboxylate化学式

CAS

3750-36-5

化学式

C₁₈H₂₁NO₄

mdl

——

分子量

315.369

InChiKey

HIYOQIJVBORQDB-UHFFFAOYSA-N

BEILSTEIN

——

EINECS

——

计算性质

辛醇/水分配系数(LogP)：

3.3
重原子数：

23
可旋转键数：

8
环数：

2.0
sp3杂化的碳原子比例：

0.33
拓扑面积：

68.4
氢给体数：

1
氢受体数：

4

安全信息

海关编码：

2933990090

SDS

SDS：8eccc130acbeb24c30221f55d5ed3f3c

查看

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
——	benzyl 4-ethyl-3,5-dimethylpyrrole-2-carboxylate	1925-61-7	C₁₆H₁₉NO₂	257.332
——	benzyl 4-acetyl-3,5-dimethylpyrrole-2-carboxylate	2386-27-8	C₁₆H₁₇NO₃	271.316
4-乙基-3,5-二甲基-1H-吡咯-2-甲酸乙酯	ethyl 3,5-dimethyl-4-ethylpyrrole-2-carboxylate	2199-47-5	C₁₁H₁₇NO₂	195.261

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	benzyl 4-ethyl-5-hydroxymethyl-3-methylpyrrole-2-carboxylate	13228-25-6	C₁₆H₁₉NO₃	273.332
——	mehyl 4-ethyl-5-methoxymethyl-3-methylpyrrole-2-carboxylate	42781-36-2	C₁₁H₁₇NO₃	211.261
——	4-ethyl-5-methoxymethyl-3-methylpyrrole-2-carboxylic acid	94827-38-0	C₁₀H₁₅NO₃	197.234
——	9-(tert-butoxycarbonyl)-3-ethyl-2,8-dimethyldipyrromethane-1-carboxylate	443755-00-8	C₂₆H₃₂N₂O₄	436.551
——	2,5-bis(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolylmethyl)pyrrole	500003-12-3	C₃₆H₃₉N₃O₄	577.723
——	benzyl 3,3'-diethyl-4,4'-dimethyl-5'-t-butoxycarbonyldipyrromethane-5-carboxylate	83113-34-2	C₂₈H₃₆N₂O₄	464.605
——	dibenzyl 3,3'-diethyl-4,4'-dimethyldipyrromethane-5,5'-dicarboxylate	7670-40-8	C₃₁H₃₄N₂O₄	498.622
——	2,5-bis(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolylmethyl)-3-methylpyrrole	443755-01-9	C₃₇H₄₁N₃O₄	591.75
4-乙基-5-(羟基甲基)-3-甲基-1H-吡咯-2-羧酸	4-Ethyl-5-hydroxymethyl-3-methyl-pyrrol-2-carbonsaeure	31840-13-8	C₉H₁₃NO₃	183.207
——	benzyl 5,5'-(3,4-diethyl-1H-pyrrole-2,5-diyl)bis(methylene)bis(4-ethyl-3-methyl-1H-pyrrole-2-carboxylate)	109929-97-7	C₄₀H₄₇N₃O₄	633.831
——	5-Cyclopenta-1,4-dienylmethyl-4-ethyl-3-methyl-1H-pyrrole-2-carboxylic acid benzyl ester	197379-34-3	C₂₁H₂₃NO₂	321.419
——	5-Cyclopenta-1,3-dienylmethyl-4-ethyl-3-methyl-1H-pyrrole-2-carboxylic acid benzyl ester	197379-16-1	C₂₁H₂₃NO₂	321.419
——	tert-butyl 3,4-butano-5'-(benzyloxycarbonyl)-3'-ethyl-4'-methyl-2,2'-dipyrrylmethane-5-carboxylate	143064-95-3	C₂₉H₃₆N₂O₄	476.616
——	benzyl 3-ethyl-4'-(2-methoxycarbonylethyl)-3',4-dimethyl-5'-t-butoxycarbonylpyrromethane-5-carboxylate	64271-04-1	C₃₀H₃₈N₂O₆	522.642
——	2,5-bis((5-(benzyloxycarbonyl)-3-ethyl-4-methylpyrrol-2-yl)methyl)-3-((methoxycarbonyl)ethyl)-4-methylpyrrole	164388-47-0	C₄₁H₄₇N₃O₆	677.841
——	4,6-bis(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolylmethyl)-1,3-dihydroxybenzene	675608-60-3	C₃₈H₄₀N₂O₆	620.745
——	5'-(tert-Butoxycarbonyl)-3,4'-diethyl-3',4-dimethylpyrromethane-5-carboxylic Acid	31862-33-6	C₂₁H₃₀N₂O₄	374.48
——	5'-t-butoxycarbonyl-3,4'-diethyl-5-formyl-3',4-dimethyldipyrrylmethane	83818-92-2	C₂₁H₃₀N₂O₃	358.481
——	4,6-bis(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolylmethyl)-1,3-dihydroxy-2-methylbenzene	675608-66-9	C₃₉H₄₂N₂O₆	634.772
——	benzyl 5-(1-azulenemethyl)-4-ethyl-3-methylpyrrole-2-carbaldehyde	——	C₂₆H₂₅NO₂	383.49
——	1,3-bis(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolylmethyl)corannuleno[1,2-c]pyrrole	1221747-64-3	C₅₄H₄₅N₃O₄	799.969
——	3',4'-butano-5'-(tert-butoxycarbonyl)-3-ethyl-4-methyl-2,2'-dipyrrylmethane-5-carboxylic acid	143064-96-4	C₂₂H₃₀N₂O₄	386.491
——	1,3-bis(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolylmethyl)azulene	817208-25-6	C₄₂H₄₂N₂O₄	638.806
——	5'-(tert-butoxycarbonyl)-3-ethyl-4'-(2-methoxycarbonylethyl)-3',4-dimethyl-2,2'-dipyrrylmethane-5-carboxylic acid	31837-51-1	C₂₃H₃₂N₂O₆	432.517
——	dibenzyl 8-trichloroacetyl-3,12-diethyl-2,7,13-trimethyltripyrrane-1,14-dicarboxylate	443755-02-0	C₃₉H₄₀Cl₃N₃O₅	737.123
——	3-(5-Benzyloxycarbonyl-3-ethyl-4-methyl-1H-pyrrol-2-ylmethyl)-2H-dibenzo[e,g]isoindole-1-carboxylic acid benzyl ester	165329-57-7	C₄₀H₃₄N₂O₄	606.721
——	5-[[5-[(5-carboxy-3-ethyl-4-methyl-1H-pyrrol-2-yl)methyl]-1H-pyrrol-2-yl]methyl]-4-ethyl-3-methyl-1H-pyrrole-2-carboxylic acid	500003-14-5	C₂₂H₂₇N₃O₄	397.474
——	3,3'-diethyl-4,4'-dimethyldipyrromethane-5,5'-dicarboxylic acid	7670-41-9	C₁₇H₂₂N₂O₄	318.373
——	5-[[5-[(5-carboxy-3-ethyl-4-methyl-1H-pyrrol-2-yl)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-4-ethyl-3-methyl-1H-pyrrole-2-carboxylic acid	502759-63-9	C₂₃H₂₉N₃O₄	411.501
——	5-[5-((E)-2-Cyano-2-methoxycarbonyl-vinyl)-3-ethyl-4-methyl-1H-pyrrol-2-ylmethyl]-4-ethyl-3-methyl-1H-pyrrole-2-carboxylic acid benzyl ester	97336-24-8	C₂₈H₃₁N₃O₄	473.572
——	tripyrrane dicarboxylic acid	109929-98-8	C₂₆H₃₅N₃O₄	453.582
——	3'-acetyl-3-ethyl-4,4',5'-trimethyl-2,2'-dipyrrylmethane-5-carboxylic acid	155127-24-5	C₁₇H₂₂N₂O₃	302.373
——	5-[[3-[(5-carboxy-3-ethyl-4-methyl-1H-pyrrol-2-yl)methyl]-4,5,6,7-tetrahydro-2H-isoindol-1-yl]methyl]-4-ethyl-3-methyl-1H-pyrrole-2-carboxylic acid	202798-24-1	C₂₆H₃₃N₃O₄	451.566
——	4,6-bis(5-carboxy-3-ethyl-4-methyl-2-pyrrolylmethyl)-1,3-dihydroxybenzene	675608-61-4	C₂₄H₂₈N₂O₆	440.496
——	8-acetyl-3,12-diethyl-2,7,13-trimethyltripyrrane-1,14-dicarboxylic acid	443755-06-4	C₂₅H₃₁N₃O₅	453.538
——	2,5-bis(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolylmethyl)-3,4-diphenylpyrrole	444108-82-1	C₄₈H₄₇N₃O₄	729.919
——	4,6-bis(5-carboxy-3-ethyl-4-methyl-2-pyrrolylmethyl)-1,3-dihydroxy-2-methylbenzene	675608-67-0	C₂₅H₃₀N₂O₆	454.523

反应信息

作为反应物：

描述：

benzyl 5-(acetoxymethyl)-4-ethyl-3-methyl-1H-pyrrole-2-carboxylate 在 palladium on activated charcoal 氢气、溶剂黄146 、三乙胺、三氟乙酸作用下，以乙醇为溶剂，反应 2.08h，生成 methyl 3'-ethyl-5'-formyl-3,5,4'-trimethyl-2,2'-dipyrrylmethane-4-carboxylate

参考文献：

名称：

Bong, Ivy C. C.; Clezy, Peter S.; Fookes, Christopher J. R., Australian Journal of Chemistry, 1993, vol. 46, # 8, p. 1193 - 1206

摘要：

DOI：
作为产物：

描述：

benzyl 4-acetyl-3,5-dimethylpyrrole-2-carboxylate 在 lead(IV) acetate 、 sodium tetrahydroborate 、三氟化硼乙醚作用下，以四氢呋喃、溶剂黄146 为溶剂，反应 25.0h，生成 benzyl 5-(acetoxymethyl)-4-ethyl-3-methyl-1H-pyrrole-2-carboxylate

参考文献：

名称：

The total synthesis of biliverdins of biological interest

摘要：

DOI：

10.1016/s0040-4020(01)87636-5

点击查看最新优质反应信息

文献信息

Electron transfer in bis-porphyrin donor-acceptor compounds with polyphenylene spacers shows a weak distance dependence

作者：Anna Helms、David Heiler、George McLendon

DOI：10.1021/ja00041a047

日期：1992.7

containing one, two, or three phenyl bridges. Complete synthetic details are provided. For studies of photochemical electron transfer, mixed metals were incorporated, with zinc in one porphyrin macrocycle and Fe III (bis-imidazole) in the other macrocycle. When photoexcited, an electron is transferred from Zn to Fe III

已经合成了一系列亚苯基桥连的双卟啉加合物，包含一个、两个或三个苯桥。提供了完整的合成细节。为了研究光化学电子转移，加入了混合金属，锌在一个卟啉大环中，而 Fe III（双咪唑）在另一个大环中。当光激发时，一个电子从 Zn 转移到 Fe III
Stereoselective synthesis of concave spacers for long-range electron transfer models

作者：Daniel E Ryan

DOI：10.1016/0040-4039(96)01299-3

日期：1996.8

Syntheses of concave spacers (9, 27) proceeded via stereoselective Diels-Alder reactions. Successful preparation of asymmetrical spacer 27 relied on regioselective protection of mutual precursor 7.

凹间隔（的合成9，27）通过立体选择性狄尔斯-阿尔德反应进行。不对称间隔基27的成功制备取决于相互前体7的区域选择性保护。
The first synthesis of monoazaporphyrins bearing a nitrogen atom at the peripheral position

作者：Shigeo Kai、Mikio Suzuki、Yukio Masaki

DOI：10.1016/s0040-4039(98)00659-5

日期：1998.6

2-Aza-3,7,8,12,13,17,18-heptaalkylporphyrins were synthesized by use of improved ‘3+1’ condensation under non-acidic conditions.

通过在非酸性条件下使用改进的“ 3 + 1”缩合合成2-Aza-3,7,8,12,13,17,18-七烷基卟啉。
A 20π-Electron Heteroporphyrin Containing a Thienopyrrole Unit

作者：Yi Chang、Huachao Chen、Zhikuan Zhou、Yue Zhang、Christian Schütt、Rainer Herges、Zhen Shen

DOI：10.1002/anie.201204954

日期：2012.12.14

Easy as π: A stable nonaromatic heteroporphyrin bearing a thienopyrrole moiety has been prepared. The nonaromatic nature of this compound is clearly evident based on UV/Vis absorption, 1H NMR spectroscopy, and theoretical calculations. Single‐crystal X‐ray analysis demonstrates that the molecule adopts a planar conformation with clear alternation in the CC bond lengths around the periphery of the

作为π容易：已经制备了具有噻吩并吡咯部分的稳定的非芳族杂卟啉。基于UV / Vis吸收，1 H NMR光谱和理论计算，该化合物的非芳族性质显而易见。X射线单晶分析表明该分子采用平面构象，大环周围的CC键长明显不同。
Conjugated Macrocycles Related to the Porphyrins. 21. Synthesis, Spectroscopy, Electrochemistry, and Structural Characterization of Carbaporphyrins

作者：Timothy D. Lash、Michael J. Hayes、John D. Spence、Melanie A. Muckey、Gregory M. Ferrence、Lisa F. Szczepura

DOI：10.1021/jo020267b

日期：2002.7.1

albeit in low yields ranging from 5 to 8%. These hybrid bridged annulene structures have porphyrin-like electronic absorption spectra with strong Soret bands near 420 nm and a series of Q-bands through the visible region. The proton NMR spectrum confirms the presence of a strong diamagnetic ring current, and the meso-protons show up at 10 ppm, while the internal CH is shielded to approximately -7 ppm

麦当劳缩合反应的“ 3 +1”变体已被证明是合成碳卟啉的极佳方法。特别地，在TFA存在下，1，3-二烯二甲醛与三吡喃缩合，在用DDQ氧化后，以优异的产率得到一系列苯并羰基卟啉。三甲酰基环戊二烯也可提供碳卟啉产物，尽管收率低，从5％到8％。这些杂化的桥接环结构具有类似卟啉的电子吸收光谱，在420 nm附近具有很强的Soret带，并且在可见光区有一系列Q带。质子NMR光谱证实存在强反磁性环电流，中质子出现在10 ppm处，而内部CH被屏蔽到大约-7 ppm。碳卟啉用TFA进行可逆的质子化。尽管在中等浓度的TFA存在下观察到质子化物质的混合物，酸的初始添加提供了单阳离子。但是，在存在50％TFA的情况下，会生成C质子化的指示。这些指示剂通过苯并咔唑卟啉的苯并部分重新定位pi脱位途径，因此尽管它们仍然保留了强大的大环电流，但仍代表了桥接的苯并[18]环烯。已经制备了带有稠合和菲环的碳卟啉，前者在紫