CAS: 2124-57-4; 2-((2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23,27-Heptamethyloctacosa-2,6,10,14,18,22,26-Heptaen-1-yl)-3-Methylnaphthalene-1,4-Dione

该化合物是一条长链维生素K2同族体,主要通过细菌发酵产生,在钙新陈代谢中发挥关键作用,通过激活骨髓硬化素和基质玻璃蛋白来支持骨健康和心血管功能.MK-7显示生物利用率较高,半衰期更长,比较短期链维生素K形式更长,确保持续的生理活动.它的稳定性和功效使它适合饮食补充和功能食品应用.作为自然衍生的化合物,MK-7在针对骨密度改善和动脉计算预防的配方中往往更受青睐.严格的质量控制确保高纯度和符合人类消费的监管标准.

结构式图片

上下游产品

CAS号106-28-5 金合欢醇 | CAS号24163-93-7 (E,E)-3,7,11-tr... | CAS号104423-44-1 (2E,6E,10E)-12-... | CAS号40266-21-5 (3,7,11-trimeth... | CAS号68778-93-8 3,7,11,15,19,23... | CAS号74610-00-7 hexaprenyl bromide

合成工艺路线路线简述

  • 合成目标产物 Menaquinone 7 主要起始原料 Naphthalene, 2-[(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23,27-Heptamethyl-2,6,10,14,18,22,26-Octacosaheptaen-1-Yl]-1,4-Dimethoxy-3-Methyl-
  • (文献来源)合成步骤主要原料 Naphthalene, 2-[(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23,27-Heptamethyl-2,6,10,14,18,22,26-Octacosaheptaen-1-Yl]-1,4-Dimethoxy-3-Methyl-
甲萘醌置于sodium Dithionite,Ammonium Cerium (Iv) Nitrate,1,2-二(二苯基膦基)乙烷二氯化钯(II),Potassium Tert-Butylate,四氯化锡,三乙基硼氢化锂,Potassium Carbonate体系中,用 四氢呋喃,二氯甲烷,水,乙酸乙酯,1,2-二氯乙烷,N,N-二甲基甲酰胺,丙酮,乙腈 用作溶剂,化学反应 17.08H,反应生成维生素 K2(35)
参考文献:收敛合成甲萘醌7(mk-7)
标题:收敛合成甲萘醌7(mk-7)
摘要:设计了一种实用的全反式甲萘醌7(mk-7,维生素k 2)合成方法.Mk-7的立体选择性合成是通过" 1 + 6"会聚策略实现的,该策略通过将两个组成部分,甲萘醌单异戊二烯基衍生物(片段" 1")与六异戊烯基溴化物(片段" 6",82%)缩合而实现.用liet 3 Bh(78%)进行pd催化的脱硫,然后使用硝酸铈(iv)铵(72%)氧化对苯二酚部分.我们方法学中的主要挑战是通过偶联两个由反式,反式衍生的三烯基单元来制备全反式六异戊烯基溴化物-法尼醇.通过我们的方法完成了中试规模的制造.这种可扩展的方法是专门为从易于获得的中间体进行大规模公斤级生产而设计的.此外,所提出的方法避免了许多色谱纯化,并且允许相对成本有效的制造.此外,我们的合成产生了高纯度(99.9%)的最终产品mk-7,可将其用作膳食补充剂以及活性药物成分.
Doi:10.1021/acs.Oprd.6B00037

海关参考信息

专利信息


专利号:US-11912654-B2
优先权日:2021-09-03
标 题:Process for stereospecific synthesis of vitamin K2 and its novel intermediates
发明人:MEHTA DILIP; SHASHTRI MAYANK; RAJU BNS; SHAH ASHWIN; VORA PARIN; MAHALE UMAKANT
权利人:SYNERGIA LIFE SCIENCES PVT LTD
摘要:The present disclosure relates to a novel process for the synthesis of stereospecific compounds of Vitamin K2 group in general and Vitamin K2-7. The present disclosure further discloses novel intermediates useful in the synthesis of stereospecific Vitamin K2-7. Compounds of the Vitamin K2 group obtained are crystalline and exhibit well defined melting points.

专利号:WO-2023031841-A1
优先权日:2021-09-03
标题:A process for the stereospecific synthesis of vitamin k2 and its intermediates
发明人:MEHTA DILIP; SHASHTRI MAYANK; RAJU BNS; VORA PARIN; MAHALE UMAKANT
权利人:SYNERGIA LIFE SCIENCES PVT LTD
摘要:The present disclosure relates to a novel process for the synthesis of stereospecific compounds of Vitamin K2 group in general and Vitamin K2-7, in particular. It also discloses novel intermediates useful in the synthesis of stereospecific Vitamin K2-7. Compounds of the Vitamin K2 group obtained are crystalline and exhibit well defined melting points.

专利号:US-2023091651-A1
优先权日:2021-09-20
标 题:Dietary supplement and method for synthesis of same
发明人:WYNN JASON R
权利人:StrongCell LLC
摘要:A dietary supplement and method for synthesis of the same are disclosed. In one embodiment of the method, an NADH component is provided that includes at least partially microencapsulated nicotinamide having nicotinamide blended with water. A supplement component, such as collagen, coenzyme Q10, vitamins, and minerals, is provided. A mixed component, which is a liquid, is formed by mixing the NADH component with the supplement component at ambient conditions. The mixed component is subjected to a fill production process.

专利号:US-2023089537-A1
优先权日:2021-09-20
标题:Dietary supplement and method for synthesis of same
发明人:WYNN JASON R
权利人:StrongCell LLC
摘要:A dietary supplement and method for synthesis of the same are disclosed. In one embodiment of the method, an NADH component is provided which includes NADH from about 0.1% to about 0.5% blended with water from about 40% to about 84% both by weight of the dietary supplement. A supplement component from about 9% to about 99% by weight of the dietary supplement is also provided. The supplement component may include collagen in about 2% to about 10%, vitamins in about 0.00001% to about 3%, and minerals in about 0.000002% to about 0.5% all by weight of the dietary supplement. A mixed component is formed by mixing the NADH component with the supplement component at ambient conditions. The mixed component is a liquid at ambient conditions having a pH of less than 4.0. The mixed component is subjected to a cold fill production process.

专利号:US-9464021-B2
优先权日:2013-11-01
标题 :Method of preparation of stereospecific quinone derivatives
发明人:MEHTA DILIP S; MOHAN PRIYA; SHASTRI MAYANK; REID TED
权利人:MEHTA DILIP S; MOHAN PRIYA; SHASTRI MAYANK; REID TED
摘要:The description provides processes for the regio and stereospecific synthesis of polyprenylatedquinone derivatives, such as Vitamin K1, K2 and Ubiquinone, exploiting dithioacetals, especially 1,3-dithiane, mediated Umpolung chemistry which works along a new concept “Inhibiting resonance delocalization (IRD)â€? to overcome isomerization generated due to delocalization of allyliccarbanion on the Ï€-electron cloud of an allylic systems by the conventional synthesis.

专利号:US-2024228454-A1
优先权日:2021-04-28
标 题 :Ring closure of benzoquinones containing an unsaturated side chain using a base in two-phase system
发明人:BONRATH WERNER; KUENZI ROLF
权利人:DSM IP ASSETS BV
摘要:The present invention relates to the formation of compound of the formula (I) by a ring closure reaction of the compound of the formula (II) in the presence of a base in a two-phase system. It has been found that this reaction is very efficient and offers for example an efficient pathway for the synthesis of 3,4-dehydro-α-tocotrienol respectively a-tocotrienol and a-tocopherol.
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主要参考文献

1. Katsuyama, H., Otsuki, T., Tomita, M., et al. Menaquinone-7 regulates the expressions of osteocalcin, OPG, RANKL and RANK in osteoblastic MC3T3E1 cells. Int. J. Mol. Med. 15(2), 231-236 (2005). 2. Ehara, Y., Takahashi, H., Hanahisa, Y., et al. Effect of vitamin K2 (menaquinone-7) on bone metabolism in the femoral-metaphyseal tissues of normal and skeletal-unloaded rats: Enhancement with zinc. Res. Exp. Med. (Berl.) 196(3), 171-178 (1996). 3. Scheiber, D., Veulemans, V., Horn, P., et al. High-dose menaquinone-7 supplementation reduces cardiovascular calcification in a murine model of extraosseous calcification. Nutrients 7(8), 6991-7011 (2015). 4. Wu, W.-J., Lee, H.-Y., Lee, G.-H., et al. The antiosteoporotic effects of Cheonggukjang containing vitamin K2 (menaquinone-7) in ovariectomized rats. J. Med. Food 17(12), 1298-1305 (2014).

合成参考文献


参考文献:10.1038/nsmb.1434
摘要:Jormakka M, Yokoyama K, Yano T, Tamakoshi M, Akimoto S, Shimamura T, Curmi P, Iwata S. Molecular mechanism of energy conservation in polysulfide respiration. Nature Structural & Molecular Biology. 2008 Jun 08;15(7):730–7. doi: 10.1038/nsmb.1434.
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