口味改变组合物的制作方法_4

文档序号:8908198阅读:来源:国知局
55.8 (q), 55.9 (q), 69. 9(d), 109. 7(d), 11 I. I (d), 116. I (d), 118. 6(d), 121. 9(d), 127. 8 (s), 129. 7(d), 130. 7 (s), 140. 8(d), 149. I (s), 150. 5 (s),156. 6 (s),166. l(s) ·
[0185] 酰胺 10 :
[0186]
[0187] (E)-3-(3, 4-二甲氧基苯基)-N-(4-乙基苯乙基)丙烯酰胺
[0188] 化学式:C21H25N03
[0189] 起始胺:2- (4-乙基苯基)乙胺
[0190] 1H NMR: 1. 23 (t,J = 7. 6, 3H),2. 63 (q,J = 7. 6, 2H),2. 85 (t,J = 6. 8, 2H),3. 64 (~ q, J = 6. 8, 5. 6, 2H), 3. 87(s, 3H), 3. 89(s, 3H), 5. 73(t, J = 5. 6, 1H), 6. 22 (d, J = 15. 6, 1H), 6. 81-6. 85(m, 3H), 6. 83(d, J = 8. 4, 1H), 6. 99 (d, J = 2. 0, 1H), 7. 06 (dd, J = 8. 4, 2. 0, 1H),7. 15 (宽 s, 4H),7. 55 (d, J = 15. 6, 1H) ·
[0191] 13C 匪R: 15. 6 (q),28. 4 (t),35. 3 (t),40. 8 (t),55. 8 (q),55. 9 (q),109. 7(d),11 I. I (d), 118. 7(d), 121. 9(d), 127. 8 (s), 128. I (d), 128. 7(d), 136. I (s), 140. 7(d), 142. 4 (s), 149. l(s),150. 5 (s),166. l(s) ·
[0192] 酰胺 11:
[0193]
[0194] (E) -3- (3, 4-二甲氧基苯基)-N- (3, 4-二甲基苯乙基)丙烯酰胺
[0195] 化学式!C21H25NO3
[0196] 起始原料:2-(3,4_二甲基苯基)乙胺
[0197] 1H NMR:2. 24(宽 s,6H),2. 82(t,J = 7. 1,2H), 3. 63(~q,J = 7. 1,5. 5, 2H) ,3. 87(s, 3H), 3. 88(s, 3H), 5. 75(t, J = 5. 5, 1H), 6. 22 (d, J = 15. 6, 1H), 6. 82 (d, J = 8. 4, 1H), 6. 95 (dd, J = 7. 7, I. 8, 1H), 6. 98-7. 00 (m, 2H), 7. 04-7. 08 (m, 2H), 7. 55 (d, J = 15. 6, 1H).
[0198] 13C 匪R: 19. 3 (q), 19. 8 (q), 35. 2 (t), 40. 8 (t), 55. 9 (q), 55. 9 (q), 109. 7(d), 11 I. 1(d), 118. 6(d), 121. 9(d), 126. 1(d), 127. 9 (s), 129. 9(d), 130. 1(d), 134. 7 (s), 136. 2 (s),136. 8 (s),140. 7 (d),149. I (s),150. 6 (s),166. I (s) ·
[0199] 酰胺 12:
[0200]
[0201] (E)-3_(3,4-二甲氧基苯基)-N_(4-异丙基苯乙基)丙烯酰胺
[0202] 化学式!C22H27NO3
[0203] 起始原料:2-(4-异丙基苯基)乙胺
[0204] 1H 匪R: I. 25(t,J = 7. 0, 3H),2. 85(t,J = 6. 9, 2H),2. 89(七重峰,J =7·0,1Η),3·65(~q,J = 6.9,5.4,2H),3.88(s,3H),3.89(s,3H),5.71(t,J = 5. 4, 1H), 6. 22 (d, J = 15. 6, 1H), 6. 83 (d, J = 8. 4, 1H), 7. 00 (d, J = 2. 0, 1Η), 7. 06 (dd, J = 8. 4, 2. Ο, 1Η), 7. 14-7. 19 (m, 4Η), 7. 56 (d, J = 15. 6, 1Η).
[0205] 13C 匪R: 24. O (q),33. 7 (d),35. 3 (t),40. 8 (t),55. 9 (q),55. 9 (q),109. 7 (d),11 I. I (d), 118. 6(d), 121. 9(d), 126. 7(d), 127. 9 (s), 128. 7(d), 136. 2 (s), 140. 8(d), 147. I (s), 149. l(s),150. 6 (s),166. l(s) ·
[0206] 酰胺 13 :
[0207]
[0208] (E)-3_(苯并[d] [1,3]二氧杂环戊稀-5-基)-N_(3, 4-二甲氧基苯乙基)丙稀酰 胺
[0209] 化学式:C2(iH21N〇5
[0210] 起始胺:2-(3, 4-二甲氧基苯基)乙胺
[0211] 起始酸:(E)-3-(苯并[d][l,3]二氧杂环戊烯-5-基)丙烯酸
[0212] 1H NMR:2. 83(t,J = 7. 1,2H),3. 62(~q,J = 7. 1,5. 9, 2H),3. 858(s,3H),3. 862( s,3H),5. 70 (t,J = 5. 9, 1H),5. 98 (s,2H),6. 16 (d,J = 15. 6, 1H),6. 74-6. 83 (m,4H),6. 96-6 .97 (m, 2H), 7. 56 (d, J = 15. 6, 1H).
[0213] 13C NMR: 35. 2 (t),40. 9 (t),55. 9 (q),55. 9 (q),101. 4 (t),106. 3 (d),108. 5 (d),I 11. 4(d), 112. 0(d), 118. 6(d), 120. 7(d), 123. 8(d), 129. 2(s), 131. 4(s), 140. 8(d), 147. 7 (s),148. 2 (s),149. 0 (s),149. I (s),166. 0 (s) ·
[0214] 酰胺 14 :
[0215]
[0216] (E)-N-(3, 4-二甲氧基苯乙基)-3-(4-甲氧基苯基)丙烯酰胺
[0217] 化学式:C2tlH23NO4
[0218] 起始胺:2_ (3, 4-二甲氧基苯基)乙胺
[0219] 起始酸:(E)-3-(4-甲氧基苯基)丙烯酸
[0220] 1H NMR: 2. 83 (t,J = 6. 9, 2H),3. 62 (~q,J = 6. 9, 5. 7, 2H),3. 80 (s,3H),3. 83 (s, 3H), 3. 84 (s, 3H), 5. 97 (t, J = 5. 7, 1H), 6. 25 (d, J = 15. 6, 1H), 6. 73-6. 81 (m, 3H), 6. 84 (d, J =8. 8, 2H), 7. 40 (d, J = 8. 8, 2H), 7. 57 (d, J = 15. 6, 1H).
[0221] 13C NMR: 35. 3 (t), 41. 0(t), 55. 3 (q), 55. 8 (q), 55. 9 (q), 111. 4(d), 112. 0(d), 11 4. 2(d), 118. 4(d), 120. 7(d), 127. 5(s), 129. 3(d), 131. 5(s), 140. 5(d), 147. 7 (s), 149. 0 (s), 160. 8 (s),166. 3 (s) ·
[0222] 酰胺 15 :
[0223]
[0224] (E) -N- (3, 4-二甲氧基苯乙基)-3- (4-羟基-3-甲氧基苯基)丙烯酰胺
[0225] 化学式:C2tlH23NO5
[0226] 起始胺:2_ (3, 4-二甲氧基苯基)乙胺
[0227] 起始酸:(E)-3-(4-乙酰氧基-3-甲氧基苯基)丙烯酸。偶联后,在MeOH/5 % Na2CO3水溶液(1:1)中进行脱保护步骤。
[0228] 1H 匪R:2. 83(t,J = 6. 9, 2H),3. 63(~q,J = 6. 9, 5. 7, 2H),3. 86(s,3H) ,3.87(s,3H),3.90(s,3H),5.63(t,J = 5.7,lH),6.17(d,J = 15·4,1Η),6·74(~ d,J = 1·9,1Η),6·76(~dd,J = 8.0,1.9,lH),6.82(d,J = 8.0,lH),6.89(d,J = 8. 0, 1H),6. 96 (d,J = I. 9, 1H),7. 03 (dd,J = 8. 2, I. 9, 1H),7. 52 (d,J = 15. 4, 1H) ·未看到 可替换的OH。
[0229] 13C NMR: 35. 2 (t),40. 9 (t),55. 9 (q),56. 0(q),109. 6(d),111. 4(d),112. 0(d),I 14. 7 (d),118. 0 (d),120. 7 (d),122. 2 (d),127. 3 (s),131. 4 (s),141. 2 (d),146. 7 (s),147. 4 (s),147. 7 (s),149. l(s),166. 3 (s) ·
[0230] 酰胺 16 :
[0231]
[0232] (E)-3-(3, 4-二甲氧基苯基)-N-(4-甲氧基苄基)丙烯酰胺
[0233] 化学式:C19H21N04
[0234] 起始胺:(4-甲氧基苯基)甲胺
[0235] 起始酸:(E)-3-(3, 4-二甲氧基苯基)丙烯酸
[0236] 1H NMR: 3. 79 (s, 3H), 3. 87 (s, 3H), 3. 89 (s, 3H), 4. 49 (d, J = 5. 7, 2H), 5. 93 (t, J = 5. 7, 1H),6. 29 (d, J = 15. 5, 1H),6. 83 (d, J = 8. 4, 1H),6. 86 (~d, J = 8. 7, 2H),7. 00 (d, J =2. 0, 1H),7. 06 (dd,J = 8. 4, 2. 0, 1H),7. 24 (~d,J = 8. 7, 2H),7. 59 (d,J = 15. 5, 1H) ·
[0237] 13C NMR:43. 3 (t),55. 3 (q),55. 8 (q),55. 9 (q),109. 7(d),111. 1(d),114. 1(d),I 18. 4 (d),121. 9 (d),127. 8 (s),129. 3 (d),130. 4 (s),141. I (d),149. I (s),150. 6 (s),159. I (s),165. 9 (s) ·
[0238] 酰胺 17 :
[0239]
[0240] (E) -3- (3, 4-二甲氧基苯基)-N- (3-甲基苯乙基)丙烯酰胺
[0241] 化学式:C20H23NO3
[0242] 起始胺:2-(3-甲基苯基)乙胺
[0243] 起始酸:(E)-3-(3, 4-二甲氧基苯基)丙烯酸
[0244] 1H 匪R:2. 34(s,3H),2. 85(t,J = 7. 1,2H),3. 65(~q,J = 7. 1,5. 4, 2H), 3. 88(s, 3H), 3. 89(s, 3H), 5. 67(t, J = 5. 4, 1H), 6. 21 (d, J = 15. 5, 1H), 6. 83 (d, J = 8. 3, 1H),7. 00 (d, J = 2. 0, 1H),7. 02-7. 07 (m, 4H),7. 21 (~d, J = 7. 5, 1H),7. 55 (d, J = 15. 5, 1H).
[0245] 13C NMR: 21. 4 (q), 35. 6 (t), 40. 7 (t), 55. 9 (q), 55. 9 (q), 109.7(d), 111. 1(d), 118. 6 (d),121. 9 (d),125. 8 (d),127. 3 (d),127. 8 (s),128. 6 (d),129. 6 (d),138. 3 (s),138. 8 (s), 140. 8 (d),149. I (s),150. 6 (s),166. I (s) ·
[02
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