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(R)-2-氨基-2-甲基-4-戊烯酸 | 96886-55-4

(R)-2-氨基-2-甲基-4-戊烯酸结构式图片|96886-55-4结构式图片
(R)-2-氨基-2-甲基-4-戊烯酸
(2S)-2-amino-2-methyl-pent-4-enoic acid
96886-55-4
C6H11NO2
129.157041788101
如需查看该化合物的详细结构式,mol文件,smile,InChi 请点击:(R)-2-氨基-2-甲基-4-戊烯酸结构式
329761380
名称和标识符
MDL MFCD00145248
InChIKey QMBTZYHBJFPEJB-LURJTMIESA-N
Inchi 1S/C6H11NO2/c1-3-4-6(2,7)5(8)9/h3H,1,4,7H2,2H3,(H,8,9)/t6-/m0/s1
SMILES [C@](N)(C)(C(=O)O)CC=C
别名信息
- 中文别名 -
  • (R)-2-氨基-2-甲基-4-戊烯酸
  • D-alpha-烯丙基丙氨酸
  • S-2-氨基-2-甲基-4-戊烯酸
  • (S)-(-)-α-烯丙基丙氨酸
  • (S)-2-氨基-2-甲基-4-戊烯酸
  • L-α-烯丙基丙氨酸
- 英文别名 -
  • (S)-2-Amino-2-methylpent-4-enoic acid
  • D-alpha-Allylalanine
  • (S)-(-)-2-Amino-2-methyl-4-pentenoic acid
  • (2S)-2-amino-2-methylpent-4-enoic acid
  • (S)- 2-(2'-PROPYLENYL) ALANINE
  • (S)-2-amino-2-methyl-4-pentenoic acid
  • 4-Pentenoic acid, 2-amino-2-methyl-, (2S)-
  • alpha-methyl-L-Allylglycine
  • H-alpha-All-D-Ala-OH
  • (R)-2-Amino-2-methyl-4-pentenoic acid
  • (S)-(-)-α-Allylalanine
  • (2S)-2-Amino-2-methyl-4-pentenoic acid (ACI)
  • 4-Pentenoic acid, 2-amino-2-methyl-, (S)- (ZCI)
  • (S)-α-Allylalanine
  • (2S)-2-amino-2-methyl-pent-4-enoic acid
物化性质
实验特性
LogP 1.06480
PSA 63.32000
水溶性 Very soluble in water.
熔点 285℃
计算特性
精确分子量 129.07900
氢键供体数量 2
氢键受体数量 3
可旋转化学键数量 3
重原子数量 9
复杂度 133
同位素原子数量 0
确定原子立构中心数量 1
不确定原子立构中心数量 0
确定化学键立构中心数量 0
不确定化学键立构中心数量 0
共价键单元数量 1
疏水参数计算参考值(XlogP) -2.1
互变异构体数量
表面电荷 0
合成路线

合成路线:1 步

反应条件:
参考文献:
A practical asymmetric synthesis of α-methyl α-amino acids using a chiral Cu-salen complex as a phase transfer catalyst
Belokon, Y. N.; Davies, R. G.; North, M., Tetrahedron Letters, 2000, 41(37), 7245-7248

合成路线:1 步

反应条件:
参考文献:
New oxazinone and pyrazinone derivatives as chiral reagents for the asymmetric synthesis of α-amino acids
Abellan, Tomas; Chinchilla, Rafael; Galindo, Nuria; Najera, Carmen; Sansano, Jose M., Journal of Heterocyclic Chemistry, 2000, 37(3), 467-479

合成路线:1 步

反应条件:
参考文献:
Microbial whole cell-catalyzed desymmetrization of prochiral malonamides: practical synthesis of enantioenriched functionalized carbamoylacetates and their application in the preparation of unusual α-amino acids
Zhang, Li-Bin; Wang, De-Xian; Wang, Mei-Xiang, Tetrahedron, 2011, 67(31), 5604-5609

合成路线:1 步

反应条件:
参考文献:
Asymmetric PTC C-alkylation catalyzed by chiral derivatives of tartaric acid and aminophenols. Synthesis of (R)- and (S)-α-methyl amino acids
Belokon, Yuri N.; Kochetkov, Konstantin A.; Churkina, Tatiana D.; Ikonnikov, Nikolai S.; Chesnokov, Alexey A.; et al, Journal of Organic Chemistry, 2000, 65(21), 7041-7048

合成路线:1 步

反应条件:
参考文献:
Asymmetric synthesis of bis(α-methylamino acid) via a BPB-Ni(II)-Ala complex
Ye, Lingya; Wu, Hongli; Zhang, Xiaolong; Zhou, Jiadong; Cao, Fei; et al, Youji Huaxue, 2009, 29(8), 1282-1286

合成路线:1 步

反应条件:
参考文献:
Enzymic resolution of α,α-disubstituted α-amino acid esters and amides
Kaptein, Bernard; Boesten, Wilhelmus H. J.; Broxterman, Quirinus B.; Peters, Piet J. H.; Schoemaker, Hans E.; et al, Tetrahedron: Asymmetry, 1993, 4(6), 1113-16

合成路线:1 步

反应条件:
参考文献:
Preparation of optically pure α-methyl-α-amino acids via alkylation of the nickel(II) Schiff base of (R,S)-alanine with (S)-2-N-(N'-benzylprolyl)aminobenzaldehyde
Belokon, Y. N.; Chernoglazova, N. I.; Kochetkov, C. A.; Garbalinskaya, N. S.; Belikov, V. M., Journal of the Chemical Society, 1985, (1985), 171-2

合成路线:1 步

反应条件:
参考文献:
Stereoselective functionalisation of cis- and trans-2-ferrocenyl-3-pivaloyl-4-alkyl-1,3-oxazolidin-5-ones: asymmetric synthesis of (R)- and (S)-2-alkyl-2-aminopent-4-enoic acids and (2R,3S)-2-amino-2-methyl-3-hydroxy-3-phenylpropanoic acid
Alonso, Francisco; Davies, Stephen G.; Elend, Almut S.; Leech, Michael A.; Roberts, Paul M.; et al, Organic & Biomolecular Chemistry, 2009, 7(3), 527-536

合成路线:1 步

反应条件:
参考文献:
Asymmetric synthesis of α-methyl α-amino acids through diastereoselective alkylation under mild reaction conditions of an iminic alanine template with a 1,2,3,6-tetrahydro-2-pyrazinone structure
Najera, Carmen; Abellan, Tomas; Sansano, Jose M., European Journal of Organic Chemistry, 2000, (15), 2809-2820

合成路线:1 步

参考文献:
Product subclass 7: 2-aminoalkanoic acids (α-amino acids)
Wolkenberg, S. E.; Garbaccio, R. M., Science of Synthesis, 2006, 20, 385-482

合成路线:1 步

反应条件:
参考文献:
General method for the asymmetric synthesis of α-amino acids via alkylation of the chiral nickel(II) Schiff base complexes of glycine and alanine
Belokon, Yu. N.; Bakhmutov, V. I.; Chernoglazova, N. I.; Kochetkov, K. A.; Vitt, S. V.; et al, Journal of the Chemical Society, 1988, (2), 305-12

合成路线:1 步

参考文献:
Synthesis of (optically active) sulfur-containing trifunctional amino acids by radical addition to (optically active) unsaturated amino acids
Broxterman, Quirinus B.; Kaptein, Bernard; Kamphuis, Johan; Schoemaker, Hans E., Journal of Organic Chemistry, 1992, 57(23), 6286-94

合成路线:1 步

反应条件:
参考文献:
Asymmetric synthesis of α-methyl amino acids via alkylation of glycine, alanine and phenylalanine in chiral nickel(II) complexes
Belokon, Yu. N.; Chernoglazova, N. I.; Bakhmutov, V. I.; Garbalinskaya, N. S.; Belikov, V. M., Izvestiya Akademii Nauk SSSR, 1987, (12), 2798-804

合成路线:1 步

反应条件:
参考文献:
Asymmetric Synthesis of α,α-Disubstituted α-Amino Acids by Diastereoselective Alkylation of Camphor-Based Tricyclic Iminolactone
Xu, Peng-Fei; Li, Shuo; Lu, Ta-Jung; Wu, Chen-Chang; Fan, Botao; et al, Journal of Organic Chemistry, 2006, 71(12), 4364-4373

合成路线:1 步

反应条件:
参考文献:
Asymmetric synthesis of γ-unsaturated amino acids using chiral auxiliary
Ye, Ling-Ya; Wu, Hong-Li; Zhang, Xiao-Long; Zhou, Jia-Dong; Cao, Fei; et al, Yingyong Huaxue, 2009, 26(3), 346-348

合成路线:1 步

反应条件:
参考文献:
Rapid asymmetric synthesis of amino acids via NiII complexes based on new fluorine containing chiral auxiliaries
Saghyan, Ashot S.; Dadayan, Ani S.; Dadayan, Slavik A.; Mkrtchyan, Anna F.; Geolchanyan, Arpine V.; et al, Tetrahedron: Asymmetry, 2010, 21(24), 2956-2965

合成路线:1 步

反应条件:
参考文献:
New chiral NiII complexes of Schiff's bases of glycine and alanine for efficient asymmetric synthesis of α-amino acids
Saghiyan, Ashot S.; Dadayan, Slavik A.; Petrosyan, Satenik G.; Manasyan, Luisa L.; Geolchanyan, Arpine V.; et al, Tetrahedron: Asymmetry, 2006, 17(3), 455-467

合成路线:1 步

反应条件:
参考文献:
Asymmetric synthesis of α-methyl α-amino acids by diastereoselective alkylation of optically active 6-isopropyl-3-methyl-2,3-dihydro-6H-1,4-oxazin-2-ones
Chinchilla, Rafael; Falvello, Larry R.; Galindo, Nuria; Najera, Carmen, Angewandte Chemie, 1997, 36(9), 995-997

合成路线:1 步

参考文献:
Synthesis of Modified Partial Structures of the Bacterial Cell Wall. 2. Retarded Metabolism of Lipopeptides by Insertion of α-Substituted α-Amino Acids
Frauer, Alexandra; Mehlfuehrer, Michaela; Thirring, Klaus; Berner, Heinz, Journal of Organic Chemistry, 1994, 59(15), 4215-22

合成路线:1 步

参考文献:
(S)-2-[N-(N'-benzylprolyl)amino]benzophenone (BPB) - a reagent for the synthesis of optically pure α-amino acids
Belokon, I., Janssen Chimica Acta, 1992, 10(2), 4-12

合成路线:1 步

反应条件:
参考文献:
Synthesis of quaternary α-methyl α-amino acids by asymmetric alkylation of pseudoephenamine alaninamide pivaldimine
Hugelshofer, Cedric L.; Mellem, Kevin T.; Myers, Andrew G., Organic Letters, 2013, 15(12), 3134-3137

合成路线:1 步

反应条件:
参考文献:
Asymmetric synthesis of α-methyl-α-amino acids via diastereoselective alkylation of (1S)-(+)-3-carene derived tricyclic iminolactone
Lu, Ta-Jung; Lin, Cheng-Kun, Journal of Organic Chemistry, 2011, 76(6), 1621-1633
专业数据库参考
PubChemId 329761380
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