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

tert-Butyl 5-methyl-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrole-2-carboxylate | 70988-61-3

分子结构分类

有机化合物 - 有机杂环化合物 - 吡咯

中文名称

——

中文别名

——

英文名称

tert-Butyl 5-methyl-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrole-2-carboxylate

英文别名

3-(2-methoxycarbonyl-ethyl)-4-methoxycarbonylmethyl-5-methyl-pyrrole-2-carboxylic acid tert-butyl ester；tert-butyl 4-(2-methoxy-2-oxoethyl)-3-(3-methoxy-3-oxopropyl)-5-methyl-1H-pyrrole-2-carboxylate

tert-Butyl 5-methyl-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrole-2-carboxylate化学式

CAS

70988-61-3

化学式

C₁₇H₂₅NO₆

mdl

——

分子量

339.389

InChiKey

INVLLTXQRVPRIB-UHFFFAOYSA-N

BEILSTEIN

——

EINECS

——

物化性质

沸点：

457.0±45.0 °C(Predicted)
密度：

1.155±0.06 g/cm3(Predicted)

计算性质

辛醇/水分配系数(LogP)：

2.2
重原子数：

24
可旋转键数：

10
环数：

1.0
sp3杂化的碳原子比例：

0.59
拓扑面积：

94.7
氢给体数：

1
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
——	tert-Butyl 4-acetyl-3-(2-methoxycarbonylethyl)-5-methylpyrrole-2-carboxylate	145046-01-1	C₁₆H₂₃NO₅	309.362

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	t-Butyl 5-formyl-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrole-2-carboxylate	101210-38-2	C₁₇H₂₃NO₇	353.372
——	2-t-butoxycarbonyl-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrole-5-carboxylic acid	118826-20-3	C₁₇H₂₃NO₈	369.372
——	tert-butyl 4-(2-methoxy-2-oxoethyl)-3-(3-methoxy-3-oxopropyl)-1H-pyrrole-2-carboxylate	75975-52-9	C₁₆H₂₃NO₆	325.362
——	t-butyl 5-cyanomethyl-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrole-2-carboxylate	121103-61-5	C₁₈H₂₄N₂O₆	364.398
——	3-(2-Methoxycarbonyl-ethyl)-4-methoxycarbonylmethyl-5-trichloromethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester	1026823-34-6	C₁₇H₂₂Cl₃NO₆	442.724
——	3-(5-acetoxymethyl-2-formyl-4-methoxycarbonylmethyl-pyrrol-3-yl)-propionic acid methyl ester	58950-46-2	C₁₅H₁₉NO₇	325.318
——	tert-Butyl (E)-5-but-1-enyl-3-(2-methoxycarbonylethyl)-4-(methoxycarbonylmethyl)pyrrole-2-carboxylate	145045-59-6	C₂₀H₂₉NO₆	379.453
——	t-butyl 3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethyl-5-(2-nitroethyl)pyrrole-2-carboxylate	80053-21-0	C₁₈H₂₆N₂O₈	398.413
——	tert-Butyl 5-formamidomethyl-3-(2-methoxycarbonylethyl)-4-(methoxycarbonylmethyl)pyrrole-2-carboxylate	145045-79-0	C₁₈H₂₆N₂O₇	382.414
——	tert-Butyl 5-azidomethyl-3-(2-methoxycarbonylethyl)-4-(methoxycarbonylmethyl)pyrrole-2-carboxylate	145045-78-9	C₁₇H₂₄N₄O₆	380.401
——	tert-Butyl 5-benzyloxycarbonylmethyl-3-(2-methoxycarbonylethyl)-4-(methoxycarbonylmethyl)pyrrole-2-carboxylate	145045-71-2	C₂₅H₃₁NO₈	473.523
——	tert-Butyl 3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethyl-5-(phenylthiomethyl)pyrrole-2-carboxylate	145045-62-1	C₂₃H₂₉NO₆S	447.552
——	t-butyl 3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethyl-5-(2-nitrovinyl)pyrrole-2-carboxylate	113661-73-7	C₁₈H₂₄N₂O₈	396.397
——	dimethyl 1-tert-butoxycarbonyl-3,7-bis(methoxycarbonylmethyl)-9-(2,2,2-tribromoethoxycarbonyl)-5,10-dihydrodipyrrin-2,8-dipropionate	155434-99-4	C₃₁H₃₉Br₃N₂O₁₂	871.369
——	dimethyl 1-carboxy-3,7-bis(methoxycarbonylmethyl)-9-(2,2,2-tribromoethoxycarbonyl)-5,10-dihydrodipyrrin-2,8-dipropionate	155435-00-0	C₂₇H₃₁Br₃N₂O₁₂	815.261
——	tert-Butyl 3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethyl-5-(phenylsulfinylmethyl)pyrrole-2-carboxylate	145045-63-2	C₂₃H₂₉NO₇S	463.552
——	tert-Butyl 5-iodo-3-(2-methoxycarbonylethyl)-4-(methoxycarbonylmethyl)pyrrole-2-carboxylate	145045-70-1	C₁₆H₂₂INO₆	451.258
——	Diethyl <5-tert-butoxycarbonyl-4-(2-methoxycarbonylethyl)-3-(methoxycarbonylmethyl)pyrrol-2-yl>methylphosphonate	145045-61-0	C₂₁H₃₄NO₉P	475.476
——	tert-Butyl 3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethyl-5-(phenylsulfonylmethyl)pyrrole-2-carboxylate	145045-64-3	C₂₃H₂₉NO₈S	479.551
——	5-<4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethyl-5-t-butoxycarbonylpyrrol-2-ylmethyl>-3,4-dihydro-2,4,4-trimethylpyrrole	113661-80-6	C₂₄H₃₆N₂O₆	448.56
——	5-(Benzyloxycarbonyl-chloro-methyl)-3-(2-methoxycarbonyl-ethyl)-4-methoxycarbonylmethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester	145045-72-3	C₂₅H₃₀ClNO₈	507.968
——	5-<4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethyl-5-t-butoxycarbonylpyrrol-2-ylmethyl>-4,4-dimethylpyrrolidin-2-one	80053-14-1	C₂₃H₃₄N₂O₇	450.532
——	5-[4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethyl-5-t-butoxycarbonylpyrrol-2-ylmethylene]-3,4-dihydro-2,4,4-trimethylpyrrole	89198-50-5	C₂₄H₃₄N₂O₆	446.544
——	t-butyl 5-(3,3-dimetyl-2-nitro-5-oxohexyl)-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrole-2-carboxylate	113661-79-3	C₂₄H₃₆N₂O₉	496.558
——	methyl 5-<4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethyl-5-t-butoxycarbonylpyrrol-2-yl>-3,3-dimethyl-4-nitropentanoate	80053-13-0	C₂₄H₃₆N₂O₁₀	512.557
——	5-<4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethyl-5-t-butoxycarbonylpyrrol-2-ylmethylene>-4,4-dimethylpyrrolidin-2-one	113661-76-0	C₂₃H₃₂N₂O₇	448.516
——	Diethyl chloro-<5-tert-butoxycarbonyl-4-(2-methoxycarbonylethyl)-3-(methoxycarbonylmethyl)pyrrol-2-yl>methylphosphonate	145045-81-4	C₂₁H₃₃ClNO₉P	509.921
——	Diethyl <5-tert-butoxycarbonyl-4-(2-methoxycarbonylethyl)-3-(methoxycarbonylmethyl)pyrrol-2-yl>(formamido)methylphosphonate	145045-83-6	C₂₂H₃₅N₂O₁₀P	518.501
——	Diethyl azido-<5-tert-butoxycarbonyl-4-(2-methoxycarbonylethyl)-3-(methoxycarbonylmethyl)pyrrol-2-yl>methylphosphonate	145045-82-5	C₂₁H₃₃N₄O₉P	516.488
——	5-<5-formyl-4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrol-2-ylmethylene>-4,4-dimethylpyrrolidin-2-one	113661-77-1	C₁₉H₂₄N₂O₆	376.409
——	5-<5-formyl-4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrol-2-ylmethylene>-3,4-dihydro-2-methoxy-4,4-dimethylpyrrole	113661-78-2	C₂₀H₂₆N₂O₆	390.436
——	4-[5-benzyloxycarbonyl-3-(2-methoxycarbonylethyl)-4-(methoxycarbonylmethyl)pyrrol-2-ylmethyl]-2,8-bis(2-methoxycarbonylethyl)-3,7-bis(methoxycarbonylmethyl)-9-(2,2,2-tribromoethoxycarbonyl)-4,5-dihydrodipyrrin-1(10H)-one	155435-03-3	C₄₆H₅₂Br₃N₃O₁₇	1158.64
——	4-(2-methoxy-2-oxoethyl)-5-[[3-(2-methoxy-2-oxoethyl)-2-[[4-(2-methoxy-2-oxoethyl)-3-(3-methoxy-3-oxopropyl)-5-phenylmethoxycarbonyl-1H-pyrrol-2-yl]methyl]-4-(3-methoxy-3-oxopropyl)-5-oxo-1H-pyrrol-2-yl]methyl]-3-(3-methoxy-3-oxopropyl)-1H-pyrrole-2-carboxylic acid	155435-04-4	C₄₄H₅₁N₃O₁₇	893.899
——	4-<5-benzyloxycarbonyl-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrol-2-ylmethyl>-9-formyl-2,8-bis(2-methoxycarbonylethyl)-3,7-bis(methoxycarbonylmethyl)-4,5-dihydrodipyrrin-1(10H)-one	155435-11-3	C₄₄H₅₁N₃O₁₆	877.899
——	4-[5-benzyloxycarbonyl-3-(2-methoxycarbonylethyl)-4-(methoxycarbonylmethyl)pyrrol-2-ylmethyl]-2,8-bis(2-methoxycarbonylethyl)-3,7-bis(methoxycarbonylmethyl)-4,5-dihydrodipyrrin-1(10H)-one	155435-05-5	C₄₃H₅₁N₃O₁₅	849.889
——	5-[[2-[[5-formyl-3-(2-methoxy-2-oxoethyl)-4-(3-methoxy-3-oxopropyl)-1H-pyrrol-2-yl]methyl]-3-(2-methoxy-2-oxoethyl)-4-(3-methoxy-3-oxopropyl)-5-oxo-1H-pyrrol-2-yl]methyl]-3-(2-methoxy-2-oxoethyl)-4-(3-methoxy-3-oxopropyl)-1H-pyrrole-2-carboxylic acid	155435-12-4	C₃₇H₄₅N₃O₁₆	787.775
——	4-[5-Benzyloxycarbonyl-3-(2-methoxycarbonylethyl)-4-(methoxycarbonylmethyl)pyrrol-2-ylmethyl]-1-chloro-2,8-bis(2-methoxycarbonylethyl)-3,7-bis(methoxycarbonylmethyl)-9-(2,2,2-tribromoethoxycarbonyl)-4,5-dihydrodipyrrin	155435-02-2	C₄₆H₅₁Br₃ClN₃O₁₆	1177.09
——	4-<5-benzyloxycarbonyl-3-(2-methoxycarbonylethyl)-4-(methoxycarbonylmethyl)pyrrol-2-ylmethyl>-14-formyl-2,8,13-tris(2-methoxycarbonylethyl)-3,7,12-tris(methoxycarbonylmethyl)-4,5,10,16-tetrahydrotripyrrin-2(15H)-one	155435-06-6	C₅₆H₆₆N₄O₂₀	1115.15
——	5-[[2-[[5-[[5-formyl-3-(2-methoxy-2-oxoethyl)-4-(3-methoxy-3-oxopropyl)-1H-pyrrol-2-yl]methyl]-3-(2-methoxy-2-oxoethyl)-4-(3-methoxy-3-oxopropyl)-1H-pyrrol-2-yl]methyl]-3-(2-methoxy-2-oxoethyl)-4-(3-methoxy-3-oxopropyl)-5-oxo-1H-pyrrol-2-yl]methyl]-3-(2-methoxy-2-oxoethyl)-4-(3-methoxy-3-oxopropyl)-1H-pyrrole-2-carboxylic acid	155435-07-7	C₄₉H₆₀N₄O₂₀	1025.03
——	9-formyl-4-<3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrol-2-ylmethyl>-2,8-bis(2-methoxycarbonylethyl)-3,7-bis(methoxycarbonylmethyl)-4,5-dihydrodipyrrin-1(10H)-one	155435-14-6	C₃₆H₄₅N₃O₁₄	743.765
——	methyl 3-[2-[[2-[[5-[[5-(hydroxymethyl)-3-(2-methoxy-2-oxoethyl)-4-(3-methoxy-3-oxopropyl)-1H-pyrrol-2-yl]methyl]-3-(2-methoxy-2-oxoethyl)-4-(3-methoxy-3-oxopropyl)-1H-pyrrol-2-yl]methyl]-3-(2-methoxy-2-oxoethyl)-4-(3-methoxy-3-oxopropyl)-5-oxo-1H-pyrrol-2-yl]methyl]-4-(2-methoxy-2-oxoethyl)-1H-pyrrol-3-yl]propanoate	155435-10-2	C₄₈H₆₂N₄O₁₈	983.036
——	methyl 3-[2-[[2-[[5-[[5-formyl-3-(2-methoxy-2-oxoethyl)-4-(3-methoxy-3-oxopropyl)-1H-pyrrol-2-yl]methyl]-3-(2-methoxy-2-oxoethyl)-4-(3-methoxy-3-oxopropyl)-1H-pyrrol-2-yl]methyl]-3-(2-methoxy-2-oxoethyl)-4-(3-methoxy-3-oxopropyl)-5-oxo-1H-pyrrol-2-yl]methyl]-4-(2-methoxy-2-oxoethyl)-1H-pyrrol-3-yl]propanoate	155435-09-9	C₄₈H₆₀N₄O₁₈	981.02
——	methyl 3-[5-(hydroxymethyl)-2-[[5-[[2-[[5-(hydroxymethyl)-3-(2-methoxy-2-oxoethyl)-4-(3-methoxy-3-oxopropyl)-1H-pyrrol-2-yl]methyl]-3-(2-methoxy-2-oxoethyl)-4-(3-methoxy-3-oxopropyl)-5-oxo-1H-pyrrol-2-yl]methyl]-3-(2-methoxy-2-oxoethyl)-4-(3-methoxy-3-oxopropyl)-1H-pyrrol-2-yl]methyl]-4-(2-methoxy-2-oxoethyl)-1H-pyrrol-3-yl]propanoate	1026058-49-0	C₄₉H₆₄N₄O₁₉	1013.06
——	4-<5-formyl-4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrol-2-ylmethyl>-14-formyl-2,7,12-tris(2-methoxycarbonylethyl)-3,8,13-tris(methoxycarbonylmethyl)-4,5,10,17-tetrahydrotripyrrin-1(15H)-one	155435-15-7	C₄₉H₆₀N₄O₁₉	1009.03

反应信息

作为反应物：

描述：

tert-Butyl 5-methyl-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrole-2-carboxylate 在次氯酸叔丁酯、三氟乙酸作用下，以四氢呋喃、乙醚为溶剂，反应 3.97h，生成 methyl 3-[5-(chloromethyl)-2-formyl-4-(2-methoxy-2-oxoethyl)-1H-pyrrol-3-yl]propanoate

参考文献：

名称：

Stark, W. Marshall; Baker, G. Mark; Leeper, J. Finian, Journal of the Chemical Society. Perkin transactions I, 1988, p. 1187 - 1202

摘要：

DOI：
作为产物：

描述：

1-tert-butyl, 6-methyl 3-oxo-1,6-hexanedicarboxylate 在硝酸、 sodium acetate 、溶剂黄146 、 thallium(III) nitrate 、锌、 sodium nitrite 作用下，反应 23.0h，生成 tert-Butyl 5-methyl-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrole-2-carboxylate

参考文献：

名称：

与维生素B 12的生物合成研究有关的合成研究。第10部分。合成异细菌素的东西单元的构建

摘要：

对模型化合物的研究已导致开发出以下有效方法：（a）将吡咯环与异氯霉素系统中存在的还原环连接（例如4），以及（b）在完成大环反应所需的C-5处引入碳。在这项工作的过程中，已经准备并表征了许多新的吡咯系统。

DOI：

10.1039/p19920002175

点击查看最新优质反应信息

文献信息

Synthetic studies relevant to biosynthetic research on vitamin B12. Part 4. Development of the photochemical route to isobacteriochlorins

作者：Peter J. Harrison、Zhi-Chu Sheng、Christopher J. R. Fookes、Alan R. Battersby

DOI：10.1039/p19870001667

日期：——

Pigments based on the isobacteriochlorin macrocycle are of great importance for research on the biosynthesis of vitamin B12. A synthesis of the isobacteriochlorin ring system is developed in which a key step is an 18π-photochemical cyclisation. The reaction conditions are extremely mild and are demonstrated to be compatible with the reactive acetic and propionic acid residues present in the natural

基于异绿菌素大环化合物的颜料对于维生素B 12的生物合成研究具有重要意义。开发了异氯二环系统的合成方法，其中关键步骤是18π-光化学环化。反应条件极其温和，并且证明与天然颜料中存在的反应性乙酸和丙酸残基兼容。
Biosynthesis of porphyrins and related macrocycles. Part 52. Synthesis of (11-S )-[11-2H1]porphobilinogen and the (11R)-enantiomer for stereochemical studies on hydroxymethylbilane synthase (porphobilinogen deaminase)

作者：Werner L. Neidhart、Paul C. Anderson、Graham J. Hart、Alan R. Battersby

DOI：10.1039/a904262h

日期：——

A synthetic route is devised for the synthesis of (11S)-[11-2H1]porphobilinogen 1a and of the (11R)-enantiomer 1b. Their absolute configurations and enantiomeric purity are established by degradation to a derivative of [2-2H1]glycine of known stereochemistry. Methods are then developed, based on the synthesis of chiral imidate esters, for determination of the configuration of [2H1]-labelled aminomethylpyrroles

合成路线被设计用于合成（11小号） - [11- 2 ħ 1 ]胆色素原1a和（11 - [R ）-对映体1B。通过降解为已知立体化学的[2- 2 H 1 ]甘氨酸的衍生物，可以确定它们的绝对构型和对映体纯度。然后，基于手性亚氨酸酯的合成，开发了通过将[ 2 H 1 ]标记的氨基甲基吡咯转化为[ 2 H 1 ]标记的am，然后使用1进行分析的方法，来确定[ 2 H 1 ]标记的氨基甲基吡咯的构型。1 H-NMR。PBG 1a和1b的标记样品用作羟甲基胆烷合酶的底物，产物被捕获为[ 2 H 1 ]标记的氨基甲基胆碱7c和7d。它们的构型通过NMR测定法确定，以证明当PBG 1被酶促转化为氨基甲基胆烷7时，在氨基甲基碳上总体上保留了构型。
Biosynthesis of porphyrins and related macrocycles. Part 49.1 Exploration of synthetic routes to analogues of the spiro-intermediate for porphyrin biosynthesis

作者：Craig J. Hawker、Paul M. Petersen、Finian J. Leeper、Alan R. Battersby

DOI：10.1039/a708134k

日期：——

The proposed intermediacy of the spiro-pyrrolenine 1 for the biosynthesis of uroporphyrinogen III has focussed attention on its synthesis. Several different approaches to close analogues of this compound are explored, including (a) the synthesis of a dilactone bridged dipyrrolic pyrrolenine, (b) deactivation of two of the pyrrole rings of the macrocycle by attaching 3-methoxycarbonyl groups and (c) approaches to spiro-macrocyclic compounds via dipyrroketones. The chemistry of the different types of synthetic intermediates is described.

螺环吡咯啉 1 在尿卟啉原 III 生物合成中的中介作用引起了人们对其合成的关注。探索了该化合物的密切类似物的几种不同方法，包括（a）双内酯桥联二吡咯吡咯啉的合成，（b）通过连接3-甲氧基羰基使大环的两个吡咯环失活，以及（c）通过二吡咯酮生成螺大环化合物。描述了不同类型的合成中间体的化学性质。
Arnott, David M.; Harrison, Peter J.; Henderson, Graeme B., Journal of the Chemical Society. Perkin transactions I, 1989, p. 265 - 278

作者：Arnott, David M.、Harrison, Peter J.、Henderson, Graeme B.、Sheng, Zhi-Chu、Leeper, Finian J.、Battersby, Alan R.

DOI：——

日期：——
Stark, W. Marshall; Hawker, Craig J.; Hart, Graham J., Journal of the Chemical Society. Perkin transactions I, 1993, # 23, p. 2875 - 2892

作者：Stark, W. Marshall、Hawker, Craig J.、Hart, Graham J.、Philippides, Athena、Petersen, Paul M.、et al.

DOI：——

日期：——