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aileenshan銀蟲 (小有名氣)
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[求助]
求助一個(gè)化合物的旋光度或者旋光度的正負(fù)號(hào) 已有2人參與
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ACS號(hào)為 537-46-2 名稱: Benzeneethanamine 最好有旋光度的數(shù)值,找不到可以是方向,外加溶解的溶劑 |
至尊木蟲 (著名寫手)
新藥研發(fā)

鐵桿木蟲 (著名寫手)
roye
The configuration of title compds. was detd. by the method of asym. transformation. Following MeCH(NHR)(CH2)nPh (I) (R = H) were prepd. by the method of Wallach and Leuckart (n and b.p./mm. given): 0, 78-80°/13; 1, 103°/13; 2, 110-15°/14; and 3, 123-5°/19. The following I (R = CHO) were prepd. by formylation of I (R = H) (n and b.p./mm. given): 0, 125-30°/0.3; 1, 155-7°/3; 2, 145-50°/3; and 4, - (m. 65-6°). The redn. of I (R = CHO) with LiAlH4 gave the following I (R = Me) (n and b.p./mm. given): 0, 80°/12; 1, 48-52°/15; 2, 80°/1; 3, 122-4°/10; and 4, 135-7°/18. I (R = Me, n = 0-4) (7.5 millimoles) in 5 ml. tetrahydrofuran were treated with 5 millimoles (S)(+)-hydratropic acid ([α]D 86.6°) and 5 millimoles dicyclohexylcarbodiimide. The following unreacted optically active I were removed by distn.: (S)(- -I (R = Me, n = 0), [α]D -3.5°; (S)(+)-I (R = Me, n = 1), [α]D 0.12°; (S)(- -I (R = Me, n = 2), [α]D -0.36°; (S)(- -I (R = Me, n = 3), [α]D -0.2°; and (S)(- -I (R = Me, n = 4), [α]D -0.16°. (R)(+)-I (R = H, n = 2), [α]D 3.12°, was converted into (R)(- -I (R = Ac, n = 2), m. 55°, [α]D -7.12° (c 0.9, EtOH), which upon ozonolysis, H2O2 oxidn., sapon. and benzoylation, gave (R)(+)-N-benzoyl-γ-aminovaleric acid, [α]D 3.33° (c 0.6, H2O), whose abs. configuration was detd. by Balenovic and Cerar. (+)-I (R = H) and (+)-I (R = Me) belong to the same steric series as shown by O.R.D. studies. The O.R.D. curve of S-(- -I (R = H, n = 0) showed a pos. Cotton effect at 250-70 mμ superimposed on a strong neg. background curve. (S)(+)-I (R = H, n = 1) showed the same pos. Cotton effect on an anomalous pos. background. The O.R.D. curves of (S)(- -I (R = H, n = 2-4) were monotone. CA查到的結(jié)果是+0.12 ° Wavlen: 589.3 nm。 |

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