10-DAB衍生物 | 173422-30-5

分子结构分类

有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质

中文名称

10-DAB衍生物

中文别名

——

英文名称

(1S,2S,3R,4S,5R,7S,8R,10R,13S)-4-acetoxy-2-benzoyloxy-5,20-epoxy-9-oxo-1,10,13-trihydroxytax-11-ene

英文别名

10-Deacetyl-7-deoxybaccatin III；[(1S,2S,3R,4S,7R,10R,12R,15S)-4-acetyloxy-1,12,15-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

CAS

173422-30-5

化学式

C₂₉H₃₆O₉

mdl

——

分子量

528.599

InChiKey

WMKHLIDRGVLCLH-RIFKXWPOSA-N

BEILSTEIN

——

EINECS

——

物化性质

沸点：

676.9±55.0 °C(Predicted)
密度：

1.36±0.1 g/cm3(Predicted)

计算性质

辛醇/水分配系数(LogP)：

1.6
重原子数：

38
可旋转键数：

5
环数：

5.0
sp3杂化的碳原子比例：

0.62
拓扑面积：

140
氢给体数：

3
氢受体数：

9

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
10-脱乙酰基巴卡丁 III	10-deacetylbaccatin III	32981-86-5	C₂₉H₃₆O₁₀	544.599
——	[(1S,2S,3R,4S,7R,10R,12R,15S)-4-acetyloxy-12-formyloxy-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate	184586-80-9	C₃₀H₃₆O₁₀	556.61
——	(1S,2S,3R,4S,5R,7S,8R,10R,13S)-4-acetoxy-2-benzoyloxy-5,20-epoxy-9-oxo-1,10,13-trihydroxytax-6,11-diene	272129-02-9	C₂₉H₃₄O₉	526.584
——	7-deshydroxy baccatine III	150930-83-9	C₃₁H₃₈O₁₀	570.637
——	(1S,2S,3R,4S,5R,7S,8S,10R,13S)-4-acetoxy-2-benzoyloxy-5,20-epoxy-10-formyloxy-9-oxo-1,7,13-trihydroxytax-11-ene	184586-78-5	C₃₀H₃₆O₁₁	572.609
——	7-OTf-10DAB	170575-25-4	C₃₀H₃₅F₃O₁₂S	676.662
——	(1S,2S,3R,4S,5R,7S,8S,10R,13S)-4-acetoxy-2-benzoyloxy-5,20-epoxy-10-formyloxy-1,13-dihydroxy-9-oxo-7-trifluoromethanesulfonyloxytax-11-ene	478161-64-7	C₃₁H₃₅F₃O₁₃S	704.672
——	[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-12-formyloxy-1,15-dihydroxy-9-(imidazole-1-carbothioyloxy)-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate	184586-79-6	C₃₄H₃₈N₂O₁₁S	682.749

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	[(1S,2S,3R,4S,7R,10R,12R,15S)-4-acetyloxy-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-12-prop-2-enyl-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate	333327-25-6	C₃₂H₄₀O₈	552.665
——	[(1S,2S,3R,4S,7R,10R,12R,15S)-4-acetyloxy-1,15-dihydroxy-10,14,17,17-tetramethyl-12-methylsulfanylcarbothioyloxy-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate	173422-31-6	C₃₁H₃₈O₉S₂	618.769
——	(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-(acetoxy)-2-(benzoyloxy)-5,20-epoxy-1,9,10,13-tetrahydroxytax-11-ene	184586-81-0	C₂₉H₃₈O₉	530.615
——	[(2R,6S,7R,10R,13S,14R,15S,16S,18S)-13-acetyloxy-4-ethenyl-16,18-dihydroxy-7,19,20,20-tetramethyl-3,5,11-trioxapentacyclo[14.3.1.02,6.07,14.010,13]icos-1(19)-en-15-yl] benzoate	184586-82-1	C₃₂H₄₀O₉	568.664
——	(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-(acetoxy)-2-(benzoyloxy)-1,13-dihydroxy-5,20-epoxy-9,10-[(1S)-2-propenylidenedioxy]tax-11-ene	333754-19-1	C₃₂H₄₀O₉	568.664
——	[(2R,6S,7R,10R,13S,14R,15S,16S,18S)-13-acetyloxy-16,18-dihydroxy-4,4,7,19,20,20-hexamethyl-3,5,11-trioxapentacyclo[14.3.1.02,6.07,14.010,13]icos-1(19)-en-15-yl] benzoate	184586-13-8	C₃₂H₄₂O₉	570.68
镁,氯[3-(2,5,5-三甲基-1,3-二噁烷-2-基)丙基]-	(-)-(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-9,10-[(1S)-2-(dimethylamino)ethylidenedioxy]-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-(3-fluoro-2-pyridyl)-2-hydroxypropionate	333754-36-2	C₄₆H₆₀FN₃O₁₃	881.993
——	(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-benzoyloxy-9,10-[(1S)-2-(dimethylamino)ethylidenedioxy]-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-(3-fluoro-2-pyridyl)-2-triisopropylsilyloxypropionate	333754-43-1	C₅₅H₈₀FN₃O₁₃Si	1038.34

反应信息

作为反应物：

描述：

10-DAB衍生物在 zinc(II) chloride 吡啶、 potassium permanganate 、 sodium periodate 、硼烷四氢呋喃络合物、水、 sodium acetate 作用下，以四氢呋喃、二氯甲烷、水、乙酸乙酯、乙腈为溶剂，反应 26.0h，生成

参考文献：

名称：

Taxane Compounds, Compositions And Methods

摘要：

本发明提供了一种制备口服五环紫杉烷类化合物的方法，以及在其制备中有用的中间体。

公开号：

US20120004429A1
作为产物：

描述：

10-脱乙酰基巴卡丁 III 在 palladium on activated charcoal 吡啶、 4-二甲氨基吡啶、三氟甲磺酸酐、氢气、二甲胺作用下，以四氢呋喃、乙醇、二氯甲烷为溶剂，反应 17.42h，生成 10-DAB衍生物

参考文献：

名称：

A New Method for Synthesis of 7-Deoxytaxane Analogues by Hydrogenation of .DELTA.6,7-Taxane Derivatives.

摘要：

通过Δ6,7-taxane衍生物的氢化反应，我们建立了一种新的7-脱氧紫杉烷类似物合成方法。在所研究的几种催化剂中，我们发现Pd-C是制备目标化合物最有效的催化剂。

DOI：

10.1248/cpb.50.1398

点击查看最新优质反应信息

文献信息

Taxane Compounds, Compositions and Methods

申请人：GFV, LLC

公开号：US20150080578A1

公开（公告）日：2015-03-19

The present invention provides a method for the preparation of orally available pentacyclic taxane compounds, as well as intermediates useful in their preparation.

本发明提供了一种制备口服五环紫杉烷化合物的方法，以及在其制备中有用的中间体。
Deacetoxytaxol derivatives

申请人：Daiichi Pharmaceutical Co., Ltd.

公开号：US05767296A1

公开（公告）日：1998-06-16

A novel taxol derivative having the formula (I), in which the 10-position is modified to have a carbon-carbon bond, is disclosed. The taxol derivative of the present invention has an antitumor activity. ##STR1##

本发明揭示了一种具有以下式子（I）的新型紫杉醇衍生物，其中10位点被改性为具有碳-碳键。本发明的紫杉醇衍生物具有抗肿瘤活性。 ##STR1##
Orally active docetaxel analogue

作者：Shin Iimura、Kouichi Uoto、Satoru Ohsuki、Jun Chiba、Toshiharu Yoshino、Michio Iwahana、Takeshi Jimbo、Hirofumi Terasawa、Tsunehiko Soga

DOI：10.1016/s0960-894x(00)00682-x

日期：2001.2

To improve cytotoxicity of 10-deoxy-10-C-morpholinoethyl docetaxel analogues against various turner cell lines including resistant cells expressing P-glycoprotein (P-gp), we modified the 7-hydroxyl group to hydrophobic groups (methoxy, deoxy, 6,7-olefin, alpha -F, 7-beta -8-beta -methano, fluoromethoxy). Among these analogues. the 7-methoxy analogue showed the strongest cytotoxicity. This analogue showed potent activity against B16 melanoma BL6 in a vivo by oral administration. (C) 2001 Elsevier Science Ltd. All rights reserved.
New highly active taxoids from 9β-dihydrobaccatin-9,10-acetals. Part 2

作者：Takashi Ishiyama、Shin Iimura、Toshiharu Yoshino、Jun Chiba、Kouichi Uoto、Hirofumi Terasawa、Tsunehiko Soga

DOI：10.1016/s0960-894x(02)00628-5

日期：2002.10

To investigate structure-activity relationships of the 9,10-acetal-9beta-dihydro taxoids, we modified the 7-hydroxyl groups of the 9,10-acetonide-3'-(4-pyridyl) analogue to deoxy, methoxy, alpha-F, and 7beta,8beta-methano group. As a result of this study, we found that the 7-deoxy analogue was the strongest among these analogues. In addition, we found that the 7-deoxy-3'-(4-pyridyl) and 7-deoxy-3'-(2-pyridyl) analogues showed stronger activity against cell lines expressing P-glycoprotein than the corresponding 3'-phenyl analogue. (C) 2002 Elsevier Science Ltd. All rights reserved.
CN116396247

申请人：——

公开号：——

公开（公告）日：——