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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
BOC-D-色氨酸
合成路线
（共 14 条）
24424-99-5
二碳酸二叔丁酯
+
54-12-6
DL-色氨酸
→
反应条件
5241-64-5
BOC-D-色氨酸
反应条件
sodium hydroxide in 1,4-dioxane; water T=20°C; 24 h;
参考文献
NEUROPORE THERAPIES, INC.; WRASIDLO, Wolfgang
Patent: WO2014/14937 A1, 2014 ;
Location in patent: Paragraph 0125; 0128 ;
89037-64-9
+
54-12-6
DL-色氨酸
→
反应条件
5241-64-5
BOC-D-色氨酸
反应条件
triethylamine in 1,4-dioxane; water 0.166667 h; Ambient temperature;
参考文献
Kim, Sunggak; Chang, Heung
Journal of the Chemical Society, Chemical Communications, 1983 , # 22 p. 1357 - 1358
120-57-0
胡椒醛
+
5241-64-5
BOC-D-色氨酸
+
79-04-9
一氯代乙酰氯
+
74-89-5
甲胺
→
反应条件
171596-28-4
顺式-ent-他达拉非
+
171596-29-5
他达那非
反应条件
1: N-BOC-D-tryptophan With 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide in dichloromethane 0.166667 h; Microwave irradiation; 2: piperonal With trifluoroacetic acid in chloroform Pictet-Spengler cyclisation; 0.5 h; Microwave irradiation; 3: chloroacetyl chloride; methylamine Further stages;
参考文献
Australian Journal of Chemistry, , vol. 62, # 1 p. 42 - 50
5241-64-5
BOC-D-色氨酸
→
反应条件
171596-28-4
顺式-ent-他达拉非
反应条件
1.1: 4-methyl-morpholine / tetrahydrofuran / 0.33 h / -20 °C / |Inert atmosphere 1.2: 0.5 h / -20 °C / |Inert atmosphere 2.1: 4-methyl-morpholine / tetrahydrofuran / |Inert atmosphere 2.2: 1 h / -20 - 20 °C / |Inert atmosphere 3.1: trifluoroacetic acid / toluene / 8 h / 110 °C View Scheme
参考文献
Vedantham, Ravindra; Shanmugam, Sakthivel; Vetukuri, Prasadaraju Vnkv; Khagga, Mukkanti; Bandichhor, Rakeshwar
Arkivoc, 2012 , vol. 2013, # 2 p. 22 - 32
120-57-0
胡椒醛
+
5241-64-5
BOC-D-色氨酸
+
79-04-9
一氯代乙酰氯
+
74-89-5
甲胺
→
反应条件
171596-28-4
顺式-ent-他达拉非
+
171596-29-5
他达那非
反应条件
1: N-BOC-D-tryptophan With 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide in dichloromethane 0.166667 h; Microwave irradiation; 2: piperonal With trifluoroacetic acid in chloroform Pictet-Spengler cyclisation; 0.5 h; Microwave irradiation; 3: chloroacetyl chloride; methylamine Further stages;
参考文献
Australian Journal of Chemistry, , vol. 62, # 1 p. 42 - 50
5241-64-5
BOC-D-色氨酸
→
反应条件
171596-29-5
他达那非
反应条件
1.1: 4-methyl-morpholine / tetrahydrofuran / 0.33 h / -20 °C / |Inert atmosphere 1.2: 0.5 h / -20 °C / |Inert atmosphere 2.1: 4-methyl-morpholine / tetrahydrofuran / |Inert atmosphere 2.2: 1 h / -20 - 20 °C / |Inert atmosphere 3.1: trifluoroacetic acid / toluene / 15 h / 45 - 50 °C 4.1: toluene / 8 h / 110 °C View Scheme
参考文献
Vedantham, Ravindra; Shanmugam, Sakthivel; Vetukuri, Prasadaraju Vnkv; Khagga, Mukkanti; Bandichhor, Rakeshwar
Arkivoc, 2012 , vol. 2013, # 2 p. 22 - 32
5241-64-5
BOC-D-色氨酸
→
反应条件
249921-19-5
阿拉莫林
反应条件
1: 1-hydroxy-7-aza-benzotriazole; 4-methyl-morpholine; N,N-dimethyl acetamide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride 2: hydrogenchloride / ethyl acetate 3: 1-hydroxy-7-aza-benzotriazole; 4-methyl-morpholine; N,N-dimethyl acetamide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride 4: hydrogenchloride / ethyl acetate View Scheme
参考文献
Organic Process Research and Development, , vol. 10, # 2 p. 339 - 345
5241-64-5
BOC-D-色氨酸
→
反应条件
103429-32-9
D-PHE-CYS-TYR-D-TRP-ARG-THR-PEN-THR-NH2(DISULFIDE BRIDGE:CYS2-PEN7)
反应条件
1: 293.3 mg 2: 188 mg / K3Fe(CN)6 / H2O; acetonitrile / 2 h / pH 8.5 View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 43, # 4 p. 569 - 580
5241-64-5
BOC-D-色氨酸
→
反应条件
103429-31-8
D-PHE-CYS-TYR-D-TRP-ORN-THR-PEN-THR-NH2
反应条件
2: aq. AcONH4, 0.01 M K3Fe(CN)6 / 1 h / Ambient temperature View Scheme
参考文献
Pelton, John T.; Kazmierski, Wieslaw; Gulya, Karoly; Yamamura, Henry I.; Hruby, Victor J.
Journal of Medicinal Chemistry, 1986 , vol. 29, # 11 p. 2370 - 2375
13139-15-6
BOC-L-亮氨酸
+
22838-58-0
Boc-D-缬氨酸
+
5241-64-5
BOC-D-色氨酸
+
214630-04-3
→
反应条件
136553-81-6
C: DTRP-DASP-PRO-DVAL-LEU
反应条件
Multistep reaction;
参考文献
Spatola, Arno F.; Crozet, Yvon; DeWit, Damiane; Yanagisawa, Masashi
Journal of Medicinal Chemistry, 1996 , vol. 39, # 19 p. 3842 - 3846
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