𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthetic Studies on Coenzyme Q10

✍ Scribed by Xiong-Jie Yu; Fen-Er Chen; Hui-Fang Dai; Xu-Xiang Chen; Yun-Yan Kuang; Bin Xie

Publisher
John Wiley and Sons
Year
2005
Tongue
German
Weight
103 KB
Volume
88
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

A practical, highly stereoselective ten‐step synthesis of coenzyme Q~10~ (1) has been accomplished (overall yield ca. 28%), starting from commercially available 2,3‐dimethoxy‐5‐methylbenzoquinone (Scheme). The introduction of the first side‐chain isoprenyl group with (E)‐configuration (compound 6) was realized by means of a coupling reaction of the aromatic system 3 with oxirane, followed by Swern oxidation and Wittig olefination. The tosyl (Ts) group in the sulfone 9 was selectively removed with sodium naphthalenide in THF to afford 1.

📜 SIMILAR VOLUMES

Synthetic Studies on Coenzyme Q10. Part
Synthetic Studies on Coenzyme Q10. Part 2 : An Efficient and Improved Synthesis of Coenzyme Q10via the C5 + C45 Approach
✍ Hui-Fang Dai; Fen-Er Chen; Xiong-Jie Yu 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 German ⚖ 76 KB

An improved route to coenzyme Q 10 (1) starting from commercially available coenzyme Q 1 is described. The key steps in this synthesis are the SeO 2 -mediated oxidation of the protected isoprenylhydroquinone 3 into the (E)-allyl alcohol 5 without the formation of undesired stereoisomer and the one-p

Synthetic Studies on Coenzyme Q10. Part
Synthetic Studies on Coenzyme Q10. Part 3 : An Improved C5+C45 Approach to the Stereoselective Synthesis of Coenzyme Q10via Metal–Halogen Exchange Strategy
✍ Xiong-Jie Yu; Hui-Fang Dai; Fen-Er Chen 📂 Article 📅 2007 🏛 John Wiley and Sons 🌐 German ⚖ 80 KB

An efficient and stereoselective approach to the synthesis of coenzyme Q 10 is described (Scheme). The MeOCH 2 -protected p-hydroquinone 4 containing the C 5 (E)-allyl (tert-butyl)dimethylsilyl ether moiety was obtained via a halogen -lithium exchange of the MeOCH 2 -proctected 2-bromo-5,6dimethoxy-

Synthesis of deuterium-labelled coenzyme
Synthesis of deuterium-labelled coenzyme Q10
✍ Kimio Hamamura; Yoji Yamagishi; Shizumasa Kijima; Takeshi Suzuki; Yutaka Mori; T 📂 Article 📅 2002 🏛 John Wiley and Sons 🌐 French ⚖ 107 KB

Deuterium-labelled coenzyme Q 10 ([2-CD 3 -1 0 -CD 2 ]coenzyme Q 10 , coenzyme Q 10 -d 5 ) was synthesized by condensation of 2,3-dimethoxy-[5-CD 3 ]methyl-1, 4-hydroquinone with [1-CD 2 ]decaprenol. Five positions were selected for deuteration as replacement at these positions allowed examination o

Synthesis of [3′-14C] coenzyme Q10
Synthesis of [3′-14C] coenzyme Q10
✍ Kimio Hamamura; Isao Yamatsu; Norio Minami; Yoji Yamagishi; Yuichi Inai; Shizuma 📂 Article 📅 2002 🏛 John Wiley and Sons 🌐 French ⚖ 88 KB

## Abstract Radio‐labelled coenzyme Q~10~, labelled at the 3′‐position with ^14^C, was synthesized starting from natural solanesol and ethyl [3‐^14^C] acetoacetate. The radiochemical yield was 8.0% from ethyl [3‐^14^C] acetoacetate. The specific radioactivity of the product was 44.8 μCi, 1.66 MBq/m

Assessment of coenzyme q10 tolerability
Assessment of coenzyme q10 tolerability in huntington's disease
✍ Dr. A. Feigin; K. Kieburtz; P. Como; C. Hickey; D. Abwender; C. Zimmerman; K. St 📂 Article 📅 1996 🏛 John Wiley and Sons 🌐 English ⚖ 273 KB

## Abstract We performed a 6‐month open‐label trial to evaluate the tolerability and efficacy of coenzyme Q10 (CoQ) in 10 patients with Huntington's disease (HD), Subjects were evaluated at baseline, 3 months, and 6 months using the HD Rating Scale (HDRS), the HD Functional Capacity Scale (HDFCS),

Coenzyme Q10-responsive ataxia: 2-year-t
Coenzyme Q10-responsive ataxia: 2-year-treatment follow-up
✍ Merce Pineda; Raquel Montero; Asuncion Aracil; Mar M. O'Callaghan; Ana Mas; Carm 📂 Article 📅 2010 🏛 John Wiley and Sons 🌐 English ⚖ 166 KB

We assessed the clinical outcome after coenzyme Q 10 (CoQ 10 ) therapy in 14 patients presenting ataxia classified into two groups according to CoQ 10 values in muscle (deficient or not). We performed an open-label prospective study: patients were evaluated clinically (international cooperative atax