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(S,R,S)-AHPC-Me-C7 ester Sale

目录号 : GC63561

(S,R,S)-AHPC-Me-C7 ester 是一种E3连接酶-连接蛋白偶联物用于合成 BCL-XL PROTAC 降解剂。

(S,R,S)-AHPC-Me-C7 ester Chemical Structure

Cas No.:2639528-48-4

规格 价格 库存 购买数量
50 mg
¥6,750.00
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100 mg
¥10,620.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

(S,R,S)-AHPC-Me-C7 ester is a E3 ligase ligand-linker conjugate used to synthesise BCL-XL PROTAC degraders[1].

[1]. Khan S, et al. A selective BCL-XL PROTAC degrader achieves safe and potent antitumor activity. Nat Med. 2019 Dec;25(12):1938-1947.

Chemical Properties

Cas No. 2639528-48-4 SDF
分子式 C32H46N4O6S 分子量 614.8
溶解度 储存条件 -20°C, away from moisture
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 1.6265 mL 8.1327 mL 16.2655 mL
5 mM 0.3253 mL 1.6265 mL 3.2531 mL
10 mM 0.1627 mL 0.8133 mL 1.6265 mL
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Research Update

18-membered cyclic esters derived from glycolide and lactide: preparations, structures and coordination to sodium ions

Dalton Trans 2007 Nov 14;(42):4811-21.PMID:17955133DOI:10.1039/b709081a.

From reactions between glycolide or lactide (4 equiv.) with 4-dimethylaminopyridine, DMAP (1 equiv.) and NaBPh(4) (1 equiv.) in benzene at 70 degrees C the cyclic ester adducts (CH(2)C(O)O)(6)NaBPh(4) and (CHMeC(O)O)(6)NaBPh(4) are formed respectively. The structures of the salts Na[(S,R,S,R,S,R)-(CH(3)CHC(O)O)(6)](2)BPh(4).CH(3)CN and (CH(2)C(O)O)(6)NaBPh(4).(CH(3)CN)(2) are reported. The cyclic esters were separated by chromatography and the structures of (CH(2)C(O)O)(6), (S,R,R,R,R,R)-(CHMeC(O)O)(6) and (S,S,R,R,R,R)-(CHMeC(O)O)(6) were determined. The (1)H and (13)C NMR data are reported for one of each of the six enantiomers of (CHMeC(O)O)(6) and the two meso isomers. The mechanism for the formation of these 18-membered rings is discussed in terms of an initial reaction between DMAP and NaBPh(4) in hot benzene that produces NaPh and DMAP:BPh(3) in the presence of the monomer lactide. The cyclic esters (CHMeC(O)O)(6) can also be obtained from the reaction between polylactide, PLA, in the presence of DMAP and NaBPh(4). The cyclic esters 3-methyl-1,4-dioxane-2,5-dione and 3,6,6-trimethyl-1,4-dioxane-2,5-dione undergo similar ring enlarging reactions to give cyclic 18-membered ring esters as determined by ESI-MS.

Synthesis of (S,R,R,S,R,S)-4,6,8,10,16,18- hexamethyldocosane from Antitrogus parvulus via diastereoselective hydrogenations

Org Lett 2007 Mar 29;9(7):1391-3.PMID:17338543DOI:10.1021/ol070298z.

[structure: see text]. The hydrocarbon 1 was prepared via a series of catalyst-controlled diastereoselective hydrogenations beginning with fragments derived from the Roche ester.

Cyclic esters and cyclodepsipeptides derived from lactide and 2,5-morpholinediones

Proc Natl Acad Sci U S A 2006 Oct 17;103(42):15315-20.PMID:17032774DOI:10.1073/pnas.0602662103.

The reaction between Bu(n)Li in benzene and the solid polystyrene support PS-C6H4CH2NH2 leads to a lithiated species that can be represented as PS-C6H4CH2NHLi(LiBu)x, where x approximately 4, which is active in the ring-opening of the cyclic esters L-lactide, rac-lactide, and 2,5-morpholinediones. With approximately 10 eq of these monomeric six-membered rings and with heating, cyclic esters (MeCHC(O)O)n and [MeCHC(O)OCHRC(NH)O]n are reversibly released to the solution. These have been characterized by electrospray ionization MS, and some small rings have been separated by gel-permeation chromatography. Addition of NaBPh4 to a heated benzene solution containing these rings preferentially removes the 18-membered rings from solution. For lactide this is shown to form the basis for chemical amplification from a dynamic combinatorial library and lactide can be converted to (MeCHC(O)O)6 in >80% yield. Metallated supports derived from Me2Mg and Et2Zn are less reactive but do show some ability for lactide ring-enlarging. The 18-membered ring (R,R,R,S,S,S)- and meso-(R,S,R,S,R,S)-(MeCHC(O)O)6 and the 24-membered ring (MeCHC(O)OCHPr(i)C(NH)O)4 have been characterized by single-crystal x-ray diffraction studies, together with the complex Na[eta3-S,S,S,S,S,S-(MeCHC(O)O)6]2BPh4.