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    • 4. 发明授权
    • Method for industrially producing (S)-1,1,1-trifluoro-2-propanol
    • 工业生产(S)-1,1,1-三氟-2-丙醇的方法
    • US09085780B2
    • 2015-07-21
    • US13519058
    • 2011-02-14
    • Yasuhisa AsanoKenichi FuhshukuTetsuro NishiiAkihiro Ishii
    • Yasuhisa AsanoKenichi FuhshukuTetsuro NishiiAkihiro Ishii
    • C12P7/04C12N1/16C12N15/81
    • C12P7/04C12N1/16C12N15/81
    • Disclosed is a method for producing (S)-1,1,1-trifluoro-2-propanol with high optical purity and high yield by having at least one kind of microorganism, which is selected from the group consisting of Hansenula polymorpha, Pichia anomala, Candida parapsilosis, Candida mycoderma, Pichia naganishii, Candida saitoana, Cryptococcus curvatus, Saturnospora dispora, Saccharomyces bayanus and Pichia membranaefaciens, act on 1,1,1-trifluoroacetone. Since microorganisms found in nature are made to act in a natural state, the problems to be raised when a transformant or the like is used can be avoided in this method. Consequently, the method can be easily put in industrial practice.
    • 公开了具有高光学纯度和高产率的(S)-1,1,1-三氟-2-丙醇的方法,该方法具有至少一种微生物,其选自多形汉逊酵母(Hansenula polymorpha),异形毕赤酵母 ,奇异假丝酵母(Candida parapsilosis),真菌念珠菌(Candida mycoderma),日本毕赤酵母(Pichia naganishii),蚕豆假丝酵母(Candida saitoana),曲霉隐球菌(Cryptococcus curvatus),土星孢子(Saturnospora dispora),巴豆酵母(Saccharomyces bayanus)和毕赤酵母(Pichia membranaefaciens),作用于1,1,1-三氟丙酮。 由于在自然界中发现的微生物使自然状态发生作用,所以在这种方法中可以避免使用转化体等引起的问题。 因此,该方法可以轻松投入工业实践。
    • 5. 发明申请
    • Process for Producing Fluorosulfuric Acid Aromatic-Ring Esters
    • 生产氟磺酸芳香环酯的方法
    • US20140114088A1
    • 2014-04-24
    • US14128362
    • 2012-06-15
    • Akihiro IshiiTakehisa IshimaruTakako YamazakiManabu Yasumoto
    • Akihiro IshiiTakehisa IshimaruTakako YamazakiManabu Yasumoto
    • C07C303/24
    • C07C303/24C07C305/26
    • A production process of a fluorosulfuric acid aromatic-ring ester according to the present invention includes reaction of an aromatic-ring hydroxyl compound with sulfuryl fluoride (SO2F2) in the presence of a tertiary amine except pyridine and methylpyridine. The sulfuryl fluoride, used as the reactant in the production process according to the present invention, is widely adapted as a fumigant and is easily available on a large scale. Further, the target compound can be obtained rapidly with a high yield under moderate reaction conditions in the production process according to the present invention. In this way, all of the prior art problems can be solved in the production process according to the present invention. The production process according to the present invention is thus particularly useful for industrial production of the fluorosulfuric acid aromatic-ring ester.
    • 根据本发明的氟代硫酸芳环酯的制备方法包括在除吡啶和甲基吡啶之外的叔胺存在下,芳环羟基化合物与硫酰氟(SO 2 F 2)的反应。 在根据本发明的生产方法中用作反应物的硫酰氟被广泛地用作熏蒸剂,并且容易获得大量。 此外,在本发明的制造方法中,在中等反应条件下,可以快速获得目标化合物。 以这种方式,可以在根据本发明的制造方法中解决所有现有技术问题。 因此,本发明的制造方法特别适用于氟代硫酸芳香环酯的工业化生产。
    • 6. 发明申请
    • Method for Producing (2R)-2-Fluoro-2-C-Methyl-D-Ribono-y-Lactone Precursor
    • (2R)-2-氟-2-C-甲基-D-内酰基-γ-内酯前体的制备方法
    • US20130072699A1
    • 2013-03-21
    • US13697691
    • 2011-04-25
    • Akihiro IshiiHirokatsu NaguraHideyuki Tsuruta
    • Akihiro IshiiHirokatsu NaguraHideyuki Tsuruta
    • C07D317/30
    • C07D317/30Y02P20/55
    • In the presence invention, a (2R)-2-fluoro-2-C-methyl-D-ribono-γ-lactone precursor is produced in the form of a ring-opened fluorinated compound by reaction of a 1,2-diol with sulfuryl fluoride (SO2F2) in the presence of an organic base and, optionally, a fluoride ion source. The production method of the present invention secures less number of process steps as compared to the conventional production method (shortening of three steps: cyclic sulfurous esterification, oxidation and ring-opening fluorination to one step) and satisfies the requirements for industrial production (high yield and high reproductivity). The thus-obtained (2R)-2-fluoro-2-C-methyl-D-ribono-γ-lactone precursor is useful as an important intermediate for the synthesis of 2′-deoxy-2′-fluoro-2′-C-methylcytidine with antivirus activity.
    • 在本发明的存在下,通过1,2-二醇与(II)的反应制备开环氟化合物的形式的(2R)-2-氟-2-C-甲基-D-内罗糖-γ-内酯前体 硫酰氟(SO 2 F 2)在有机碱和任选的氟离子源存在下进行。 本发明的制造方法与现有的制造方法(缩短三个步骤:环状亚硫酸酯化,氧化和开环氟化至一步)相比确保了较少的工艺步骤,并且满足了工业生产的要求(高产率 和高繁殖力)。 由此获得的(2R)-2-氟-2-C-甲基-D-内克隆-γ-内酯前体可用作合成2'-脱氧-2'-氟-2'-C 甲基胞苷具有抗病毒活性。
    • 8. 发明申请
    • Method for Manufacturing Hydroxyl Group Substitution Product
    • 羟基取代产物的制备方法
    • US20110251403A1
    • 2011-10-13
    • US13140307
    • 2009-12-15
    • Akihiro IshiiManabu YasumotoKoji Ueda
    • Akihiro IshiiManabu YasumotoKoji Ueda
    • C07D207/16C07C67/327
    • C07D207/16C07C67/307C07C67/31C07C69/63C07C69/68
    • In the present invention, a hydroxyl group substitution product is manufactured by reaction of an alcohol with sulfuryl fluoride (SO2F2) in the presence of an organic base and a nucleophile (X−). The present invention is thus effective as an industrial manufacturing method that uses a relatively cheap reagent suitable for large-scale applications and can be accomplished in a simple process with easy purification operation and less waste generation and is suitably applicable for manufacturing of optically active hydroxyl group substitution products, notably optically active α-hydroxyl group substitution ester and optically active 4-hydroxyl group substitution proline. The manufacturing method of the present invention solves all of the prior art problems and can be applied for industrial uses.
    • 在本发明中,通过在有机碱和亲核体(X)的存在下,通过醇与硫酰氟(SO 2 F 2)的反应制备羟基取代产物。 因此,本发明作为工业制造方法是有效的,其使用适合于大规模应用的相对便宜的试剂,并且可以在简单的方法中实现,容易的纯化操作和较少的废物产生,并且适用于制造光学活性羟基 取代产物,特别是光学活性的α-羟基取代酯和光学活性的4-羟基取代脯氨酸。 本发明的制造方法解决了所有现有技术的问题,可以应用于工业用途。
    • 9. 发明申请
    • Process for Producing alpha Substituted Ester
    • 生产α取代酯的方法
    • US20110213176A1
    • 2011-09-01
    • US13127955
    • 2009-10-22
    • Akihiro IshiiManabu Yasumoto
    • Akihiro IshiiManabu Yasumoto
    • C07C67/343
    • C07B53/00C07B55/00C07B2200/07C07C67/343C07C303/24C07C69/612C07C305/26
    • There is provided a process for producing an α-substituted ester by reaction of a fluorosulfuric acid ester of α-hydroxyester with a Grignard reagent in the presence of a zinc catalyst. It is newly found that the reaction for production of α-substituted esters, in which the raw reaction substrate is limited to expensive trifluoromethanesulfonic acid esters, can proceed favorably with the use of fluorosulfuric acid esters suitable for mass-production uses. By the use of the fluorosulfuric acid ester high in optical purity, it is possible to obtain the α-substituted ester with high optical purity upon inversion of the asymmetric carbon configuration. The process of the present invention can solve all of the prior art problems and can be applied for industrial uses.
    • 提供了在锌催化剂存在下,通过α-羟基酯的氟代硫酸酯与格氏试剂的反应制备α-取代的酯的方法。 新发现,通过使用适合于批量生产用途的氟代硫酸酯,可以有利地进行生产反应底物被限制为昂贵的三氟甲磺酸酯的α-取代酯的反应。 通过使用光学纯度高的氟代硫酸酯,可以通过不对称碳结构的反转获得具有高光学纯度的α-取代的酯。 本发明的方法可以解决所有现有技术的问题,并且可以应用于工业用途。
    • 10. 发明授权
    • In-vehicle electronic control apparatus having monitoring control circuit
    • 具有监视控制电路的车载电子控制装置
    • US07912600B2
    • 2011-03-22
    • US12120921
    • 2008-05-15
    • Yuki IwagamiSusumu TanakaShoso TsunekazuAkihiro IshiiKoji Hashimoto
    • Yuki IwagamiSusumu TanakaShoso TsunekazuAkihiro IshiiKoji Hashimoto
    • G01M17/00F02D45/00G06F11/30
    • G05B19/0421F02D41/22F02D41/26F02D41/28
    • An in-vehicle electronic control apparatus, having a monitoring control circuit, according to the present invention is configured in such a way that serial interface circuits 27a and 37a are connected between a main control circuit unit 20A and a monitoring control circuit unit 30A, high-speed full-duplex block communication is performed by use of a communication permission signal ALT and a communication synchronization signal CLK, the same question information included in uplink communication information UPD is recurrently transmitted in a plurality times of communication and updated after being transmitted a predetermined times, and the main control circuit unit 20A returns answer information by use of downlink communication information DND, within a predetermined duration after the update of the question information; because the question update period is prolonged, the control load on the main control circuit unit 20A is reduced.
    • 根据本发明的具有监视控制电路的车载电子控制装置被配置为使得串行接口电路27a和37a连接在主控制电路单元20A和监控控制电路单元30A之间,高 通过使用通信许可信号ALT和通信同步信号CLK来执行速度全双工块通信,包括在上行链路通信信息UPD中的相同问题信息在多次通信中被循环发送,并且在传送预定的 次,并且主控制电路单元20A在更新问题信息之后的预定持续时间内通过使用下行链路通信信息DND返回应答信息; 由于问题更新周期延长,所以主控电路单元20A的控制负荷减小。