[ CAS No. 42417-76-5 ] {[proInfo.proName]}

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COA NMR CNMR HPLC LC-MS

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Product Details of [ 42417-76-5 ]

CAS No. :	42417-76-5	MDL No. :	MFCD00270579
Formula :	C₂₀H₂₉NO₆	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	379.45	Pubchem ID :	-
Synonyms :

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Application In Synthesis of [ 42417-76-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 42417-76-5 ]
Downstream synthetic route of [ 42417-76-5 ]

[ 42417-76-5 ] Synthesis Path-Upstream 1~6

1
[ 540-88-5 ]
[ 1152-61-0 ]
[ 47307-26-6 ]
[ 5545-52-8 ]
[ 42417-76-5 ]

Yield	Reaction Conditions	Operation in experiment
48.9 %Chromat.	at 20℃; for 5.5 h;	The transesterication reactions were set up in the same manner as described in EXAMPLE 1. However, in place of BF3.Et2O, an alternative catalyst was used. The catalysts tested were acids or salts, as listed in TABLE I below. Each reaction was run at room temperature or at about 50 C., for a period of about 5.5 to 15 hours. At the end of the reaction time, the reaction mixture was analyzed using the HPLC technique, as described in EXAMPLE 1. The results in TABLE I show that the transesterification reactions in the presence of certain catalysts, namely, concentrated sulfuric acid (H2SO4), methanesulfonic acid (MsOH), zinc chloride (ZnCl2) and titanium tetrachloride in dichloromethane (TiCl4 in DCM), yielded significant amounts of the Z-Asp(OtBu)2. In contrary, aluminum chloride (AlCl3), ferric chloride (FeCl3) and titanium tetraisopropoxide (Ti [ OiPr]4) were not as effective, even with the increase in the reaction temperature and the reaction time.
0 - 0.17 %Chromat.	at 20 - 50℃; for 5.5 - 15 h;	The transesterication reactions were set up in the same manner as described in EXAMPLE 1. However, in place of BF3.Et2O, an alternative catalyst was used. The catalysts tested were acids or salts, as listed in TABLE I below. Each reaction was run at room temperature or at about 50 C., for a period of about 5.5 to 15 hours. At the end of the reaction time, the reaction mixture was analyzed using the HPLC technique, as described in EXAMPLE 1. The results in TABLE I show that the transesterification reactions in the presence of certain catalysts, namely, concentrated sulfuric acid (H2SO4), methanesulfonic acid (MsOH), zinc chloride (ZnCl2) and titanium tetrachloride in dichloromethane (TiCl4 in DCM), yielded significant amounts of the Z-Asp(OtBu)2. In contrary, aluminum chloride (AlCl3), ferric chloride (FeCl3) and titanium tetraisopropoxide (Ti [ OiPr]4) were not as effective, even with the increase in the reaction temperature and the reaction time.
1.44 - 1.78 %Chromat.	at 20 - 50℃; for 5.5 - 15 h;	The transesterication reactions were set up in the same manner as described in EXAMPLE 1. However, in place of BF3.Et2O, an alternative catalyst was used. The catalysts tested were acids or salts, as listed in TABLE I below. Each reaction was run at room temperature or at about 50 C., for a period of about 5.5 to 15 hours. At the end of the reaction time, the reaction mixture was analyzed using the HPLC technique, as described in EXAMPLE 1. The results in TABLE I show that the transesterification reactions in the presence of certain catalysts, namely, concentrated sulfuric acid (H2SO4), methanesulfonic acid (MsOH), zinc chloride (ZnCl2) and titanium tetrachloride in dichloromethane (TiCl4 in DCM), yielded significant amounts of the Z-Asp(OtBu)2. In contrary, aluminum chloride (AlCl3), ferric chloride (FeCl3) and titanium tetraisopropoxide (Ti [ OiPr]4) were not as effective, even with the increase in the reaction temperature and the reaction time.

48.55 %Chromat.	at 20℃; for 6.5 h;	The transesterication reactions were set up in the same manner as described in EXAMPLE 1. However, in place of BF3.Et2O, an alternative catalyst was used. The catalysts tested were acids or salts, as listed in TABLE I below. Each reaction was run at room temperature or at about 50 C., for a period of about 5.5 to 15 hours. At the end of the reaction time, the reaction mixture was analyzed using the HPLC technique, as described in EXAMPLE 1. The results in TABLE I show that the transesterification reactions in the presence of certain catalysts, namely, concentrated sulfuric acid (H2SO4), methanesulfonic acid (MsOH), zinc chloride (ZnCl2) and titanium tetrachloride in dichloromethane (TiCl4 in DCM), yielded significant amounts of the Z-Asp(OtBu)2. In contrary, aluminum chloride (AlCl3), ferric chloride (FeCl3) and titanium tetraisopropoxide (Ti [ OiPr]4) were not as effective, even with the increase in the reaction temperature and the reaction time.
0 - 19.01 %Chromat.	at 20 - 50℃; for 6.5 - 15 h;	The transesterication reactions were set up in the same manner as described in EXAMPLE 1. However, in place of BF3.Et2O, an alternative catalyst was used. The catalysts tested were acids or salts, as listed in TABLE I below. Each reaction was run at room temperature or at about 50 C., for a period of about 5.5 to 15 hours. At the end of the reaction time, the reaction mixture was analyzed using the HPLC technique, as described in EXAMPLE 1. The results in TABLE I show that the transesterification reactions in the presence of certain catalysts, namely, concentrated sulfuric acid (H2SO4), methanesulfonic acid (MsOH), zinc chloride (ZnCl2) and titanium tetrachloride in dichloromethane (TiCl4 in DCM), yielded significant amounts of the Z-Asp(OtBu)2. In contrary, aluminum chloride (AlCl3), ferric chloride (FeCl3) and titanium tetraisopropoxide (Ti [ OiPr]4) were not as effective, even with the increase in the reaction temperature and the reaction time.
1.63 - 4.09 %Chromat.	at 20 - 50℃; for 5.5 - 15 h;	The transesterication reactions were set up in the same manner as described in EXAMPLE 1. However, in place of BF3.Et2O, an alternative catalyst was used. The catalysts tested were acids or salts, as listed in TABLE I below. Each reaction was run at room temperature or at about 50 C., for a period of about 5.5 to 15 hours. At the end of the reaction time, the reaction mixture was analyzed using the HPLC technique, as described in EXAMPLE 1. The results in TABLE I show that the transesterification reactions in the presence of certain catalysts, namely, concentrated sulfuric acid (H2SO4), methanesulfonic acid (MsOH), zinc chloride (ZnCl2) and titanium tetrachloride in dichloromethane (TiCl4 in DCM), yielded significant amounts of the Z-Asp(OtBu)2. In contrary, aluminum chloride (AlCl3), ferric chloride (FeCl3) and titanium tetraisopropoxide (Ti [ OiPr]4) were not as effective, even with the increase in the reaction temperature and the reaction time.
0.18 - 0.45 %Chromat.	at 20 - 50℃; for 6.5 - 15 h;	The transesterication reactions were set up in the same manner as described in EXAMPLE 1. However, in place of BF3.Et2O, an alternative catalyst was used. The catalysts tested were acids or salts, as listed in TABLE I below. Each reaction was run at room temperature or at about 50 C., for a period of about 5.5 to 15 hours. At the end of the reaction time, the reaction mixture was analyzed using the HPLC technique, as described in EXAMPLE 1. The results in TABLE I show that the transesterification reactions in the presence of certain catalysts, namely, concentrated sulfuric acid (H2SO4), methanesulfonic acid (MsOH), zinc chloride (ZnCl2) and titanium tetrachloride in dichloromethane (TiCl4 in DCM), yielded significant amounts of the Z-Asp(OtBu)2. In contrary, aluminum chloride (AlCl3), ferric chloride (FeCl3) and titanium tetraisopropoxide (Ti [ OiPr]4) were not as effective, even with the increase in the reaction temperature and the reaction time.

Reference： [1] Patent: US2003/236430, 2003, A1, . Location in patent: Page 3
[2] Patent: US2003/236430, 2003, A1, . Location in patent: Page 3
[3] Patent: US2003/236430, 2003, A1, . Location in patent: Page 3
[4] Patent: US2003/236430, 2003, A1, . Location in patent: Page 3
[5] Patent: US2003/236430, 2003, A1, . Location in patent: Page 3
[6] Patent: US2003/236430, 2003, A1, . Location in patent: Page 3
[7] Patent: US2003/236430, 2003, A1, . Location in patent: Page 3

2
[ 762-75-4 ]
[ 1152-61-0 ]
[ 47307-26-6 ]
[ 5545-52-8 ]
[ 42417-76-5 ]

Yield	Reaction Conditions	Operation in experiment
2.24 %Chromat.	at 20℃; for 5 h;	The transesterification reactions were set up in the same manner described in EXAMPLE 1. However, in place of tert-butyl acetate, an alternative tert-butyl compound was added to the starting material (Z-L-Asp). The tert-butyl compounds tested were in the form of solvents. Each reaction was run at room temperature for about 4.5 to 5 hours. At the end of the reaction time, each mixture was analyzed using the UPLC technique, as described in EXAMPLE 1. The results in TABLE II show that the transesterification reactions in the presence of certain tert-butyl compounds, namely, tert-butyl benzoate, tert-butyl methacrylate, tert butyl propionate, and tert-butyl bromoacetate, yielded significant amounts of Z-Asp(OtBu)2. In contrary, methyl-tert butyl ether (MTBE), and tert-butyl formate were not as effective for producing Z-Asp(OtBu)2.