CAS: 775-15-5; 1-Benzyl-3-Pyrrolidinol

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3-苄基-6-氧杂-3-氮杂双环[3.1.0]己烷 3-Benzyl-6-Oxa-3-Azabicyclo[3.1.0]-Hexane 75390-09-9
1-苄基-4-羟基吡咯烷-2-酮 4-Hydroxy-N-Benzylpyrrolidin-2-One 125370-52-7
(R)-1-苄基-3-氨基吡咯烷 (R)-1-Benzyl-3-Aminopyrrolidine 114715-39-8
3-羟基-1-(苯基甲基)-2,5-吡咯烷二酮 (Rs)-N-Benzyl-3-Hydroxypyrrolidine-2,5-Dione 78027-57-3
1-苄基-3-吡咯烷酮 1-Benzyl-Pyrrolid-3-One 775-16-6

合成工艺路线路线简述

    3-羟基-1-(苯基甲基)-2,5-吡咯烷二酮置于sodium Tetrahydroborate,碘体系中,用 四氢呋喃 作为反应溶剂,化学反应 120.0H,以93%的收率获得产物n-苄基-3-吡咯烷醇
    参考文献:核碱基的外消旋和对映体3-吡咯烷基衍生物的合成
    标题:核碱基的外消旋和对映体3-吡咯烷基衍生物的合成
    摘要:描述了核碱基的新型3-吡咯烷基衍生物的合成.从苹果酸开始,我们改善了外消旋和光学活性的合成ñ-苄基-3-羟基吡咯烷-2,5-二酮类,其中转化在四个步骤进入ñ-叔丁氧基羰基-3-Mesyloxypyrrolidines,关键合成子为嘌呤和嘧啶核碱基的烷基化.嘌呤和嘧啶与钠盐的铯盐的烷基化ñ-叔丁氧基羰基-3-Mesyloxypyrrolidines顺利进行,得到9-取代的嘌呤衍生物和1-取代的嘧啶衍生物的中等产率的高收率.使用(S)-N-Tert-丁氧基羰基-3-甲氧基苯并吡咯烷作为合成两个对映体n-Boc-3-吡咯烷基亚基腺嘌呤的相同中间体,并考虑到产品的手性HPLC分析所获得的结果,我们证明了甲磺酰基基团的亲核取代反应通过转化和不保留配置.测试了制备的化合物的细胞抑制和抗病毒特性,但未发现明显的活性.
    DOI:10.1016/j.Tet.2006.03.078

    海关参考信息

    专利信息


    专利号:US-9617372-B2
    优先权日:2012-10-24
    标 题 :Sulphur-comprising polyaromatic polyamine that can be used in the synthesis of polyurea
    发明人:FEDURCO MILAN; RIBEZZO MARCO
    权利人:MICHELIN & CIE; MICHELIN RECH TECH
    摘要:A sulphur-comprising polyaromatic polyamine compound can be used as a monomer or prepolymer, when n is different from zero, in the synthesis of polyurea. The compound corresponds to the formula (I):n nH 2 N—Ar 1 —NH—CH 2 —CH(OH)—(CH 2 ) m —O—Z 1 —O—(CH 2 ) m —CH(OH)—CH 2 —[X] n —HN—Ar 2 —NH 2 n nin which X represents the string:n n—HN—Ar 3 —NH—(CH 2 )—CH(OH)—(CH 2 ) m —O—Z 2 —O—(CH 2 ) m —CH(OH)—(CH 2 )—n nand in which n represents an integer equal to zero or different from zero; m, which are identical or different, represent an integer within a range from 1 to 10; Z 1 and Z 2 , which are identical or different, represent a divalent bonding group comprising from 1 to 30 carbon atoms; and Ar 1 , Ar 2 and Ar 3 , which are identical or different, each represent a phenylene group, at least one of these phenylene groups bearing one, two, three or four groups of formula —S x —R in which “xâ€? is an integer from 1 to 8 and R represents hydrogen or a hydrocarbon group which can comprise a heteroatom and which comprises from 1 to 10 carbon atoms.

    专利号:US-6566525-B1
    优先权日:1998-09-17
    标 题:Preparation of N-substituted-hydroxycycloalkylamine derivatives
    发明人:KIM SEONG JIN; KIM KEON IL; YANG KYOUNG YOUL
    权利人:SAMSUNG FINE CHEMICALS CO LTD
    摘要:A process for the preparation of N-substituted-hydroxycycloalkylamine derivatives, that are useful intermediates for the synthesis of various organic chemicals including pharmaceutical and agrochemical compounds, represented by formula (1), by reacting a 1,2-dihydroxalkyl alcohol, represented by the following formula (2), with a thionyl halide to produce an intermediate 1,2-cyclosulfinylalkyl halide represented by the following formula (3); and then cyclizing that intermediate with an amine compounds represented by the following formula (4).In the above structural formuli, * represents an asymmetric carbon atom; R1 is hydrogen or an amino-protecting group; m is an integer of 1-3; and X is halogen. The reactant compounds as well as the compounds made according to this invention have the following substitution pattern:n=1, R2=OH, R3=H and m=1; n=1, R2=H, R3=CH2OH and m=2;n=2, R2=OH, R3=H; and m=2; and n=2, R2=H, R3=CH2OH and m=3.

    专利号:US-6861535-B2
    优先权日:2000-12-01
    标题:Cyclization method for the synthesis of pyrrolidine derivative compounds
    发明人:BULLIARD MICHEL; LABOUE BLANDINE; PLUVIE JEAN-FRANCOIS; ROUSSIASSE SONIA; PINTUS TONY
    权利人:PPG SIPSY
    摘要:A method for preparing pyrrolidine derivatives comprising cyclizing a compound of formula (I): n n nin the presence of: a) a catalyst, b) a primary amine and c) a base, in a solvent to obtain pyrrolidine derivative of formula (II) below:

    专利号:US-6479668-B1
    优先权日:1998-09-08
    标 题 :Method of producing pyrrolidine derivatives
    发明人:MURAOKA HIDEO; SATO HARUYO
    权利人:TORAY INDUSTRIES
    摘要:A method for producing pyrrolidine derivatives such as 3,4-epoxypyrrolodines, 3-pyrrolidols and the like, by oxidizing 3-pyrrolines with at least one peroxide in the presence of at least one acid is disclosed. The 3-pyrrolines are produced by deriving cis-2-butene compounds from cis-2-butene-1,4-diols and performing a cyclization between the cis-2-butene derivatives and at least one primary amine. The method may be performed as a one-pot synthesis and may be performed as a continuous reaction.

    专利号:US-2004034235-A1
    优先权日:2000-12-01
    标 题 :Cyclization method for the synthesis of pyrrolidine derivative compounds

    专利号:US-8030501-B2
    优先权日:2006-07-28
    标题 :Process for producing optically active 3-amino nitrogen-containing compounds
    发明人:OHNUKI MASATOSHI; IZUMIDA MASASHI; NISHIYAMA AKIRA; MATSUMOTO SHINGO
    权利人:KANEKA CORP
    摘要:Aiming at production of an optically active 3-amino nitrogen-containing compound which is useful as an intermediate in synthesis of medicines and pesticides, in particular, an optically active 1-protected-3-aminopyrrolidine derivative, from an inexpensive and readily available raw material by a process which is efficient and can be practiced industrially, an optically active 3-amino nitrogen-containing compound is produced by performing a reaction of an optically active 3-substituted nitrogen-containing compound with ammonia, methylamine, ethylamine or dimethylamine in the presence of water. In addition, a 1-protected-3-aminopyrrolidine derivative is produced by performing a reaction of an optically active 1-protected-3-(sulfonyloxy)pyrrolidine derivative with ammonia, methylamine, ethylamine, or dimethylamine in the presence of methanol, ethanol, n-propanol, or isopropanol under a pressure of less than 30 barr.
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    主要参考文献

    [参考文献]: K Tamazawa, Et Al. Stereoselectivity Of A Potent Calcium Antagonist, 1-Benzyl-3-Pyrrolidinyl Methyl 2,6-Dimethyl-4-(M-Nitrophenyl)-1,4-Dihydropyridine-3,5-Dicarboxylate. J Med Chem. 1986 Dec;29(12):2504-11.

    合成参考文献


    摘要:Nolte, J. C.; Urlacher, V. B., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 3, 36.
    摘要:Diéguez, M.; Bäckvall, J.-E.; Pàmies, O., Science of Synthesis, (2019) , 186.
    摘要:Kanomata, K.; Akai, S., Science of Synthesis, (2022) , 188.
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