78553-51-2

基本信息
CBZ-S-烯丙基甘氨酸
N-CBZ--L-烯丙基甘氨酸
(S)-2-(((芐氧基)羰基)氨基)戊-4-烯酸
(2S)-2-[[(PHENYLMETHOXY)CARBONYL]AMINO]-4-PENTENOIC ACID
Z-(ALLYL)GLY-OH
A-(ALLYL)GLY-OH
Z-L-Allylglycine
Cbz-L-Allylglycine
L-CBZ-ALLYLGLYCINE
Cbz-S-Allylglycine
RARECHEM AL CF 0941
CBZ-ALPHA-ALLYL-L-GLY
(S)-2-CBZ-AMINO-4-PENTENOIC ACID
常見問題列表

13139-17-8

16338-48-0

78553-51-2
在室溫下,將(S)-(-)-2-氨基-4-戊烯酸(2.0 g)懸浮于二惡烷(80 mL)中,依次加入三乙胺(4.3 g)、水(2.0 mL)和N-(苯甲氧羰氧基)琥珀酰亞胺(9.1 g)。反應(yīng)混合物在室溫下攪拌過夜后,進(jìn)行真空濃縮。隨后,用飽和NaHCO3溶液稀釋反應(yīng)混合物,并用乙醚(3×80 mL)萃取。將堿性水層用2N HCl酸化至pH 2,再用EtOAc(3×80 mL)萃取。合并EtOAc層,用鹽水洗滌,無水Na2SO4干燥,過濾并蒸發(fā)溶劑。最后,通過從甲苯(2×20 mL)中濃縮,得到粘稠油狀產(chǎn)物(4.41 g,定量收率)。產(chǎn)物經(jīng)1H NMR(300 MHz, DMSO-d6)確認(rèn):δ 2.31-2.50(m, 2H), 4.00-4.06(m, 1H), 5.03(s, 2H), 5.05-5.12(m, 2H), 5.71-5.84(m, 1H), 7.35(m, 5H), 7.53(d, 1H), 12.57(bs, 1H)。質(zhì)譜分析(APCI)顯示m/z = 250([M+H]+)。LC/MS分析(方法A)顯示保留時(shí)間為2.30分鐘。
參考文獻(xiàn):
[1] Patent: WO2004/80983, 2004, A1. Location in patent: Page 47
[2] Tetrahedron, 2013, vol. 69, # 30, p. 6275 - 6284
[3] Organic Letters, 2006, vol. 8, # 2, p. 239 - 242
[4] Patent: WO2011/15241, 2011, A1. Location in patent: Page/Page column 187; 398
[5] Patent: US2012/270881, 2012, A1. Location in patent: Page/Page column 116