Alternatived Products of [ 23632-70-4 ]
Product Details of [ 23632-70-4 ]
CAS No. : | 23632-70-4 |
MDL No. : | MFCD00038885 |
Formula : |
C28H44N2O6
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | JEGXFHMMFLKBBW-YDALLXLXSA-N |
M.W : |
504.66
|
Pubchem ID : | 52974253 |
Synonyms : |
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Application In Synthesis of [ 23632-70-4 ]
* 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.
- Downstream synthetic route of [ 23632-70-4 ]
- 1
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[ 623-33-6 ]
-
[ 23632-70-4 ]
-
[ 21611-61-0 ]
Yield | Reaction Conditions | Operation in experiment |
|
With dicyclohexyl-carbodiimide |
|
- 2
-
[ 27486-72-2 ]
-
[ 23632-70-4 ]
Yield | Reaction Conditions | Operation in experiment |
93% |
With tetrabutyl ammonium fluoride In tetrahydrofuran Ambient temperature; |
|
- 3
-
[ 6306-52-1 ]
-
[ 23632-70-4 ]
-
[ 90982-89-1 ]
Yield | Reaction Conditions | Operation in experiment |
|
With dicyclohexyl-carbodiimide In dichloromethane -20 deg C, 1 h, then r.t. 3 h; |
|
- 4
-
[ 7524-50-7 ]
-
[ 23632-70-4 ]
-
[ 27446-39-5 ]
Yield | Reaction Conditions | Operation in experiment |
92% |
|
|
Reference:
[1]Karel'skii, V. N.; Krysin, E. P.; Rostovskaya, G. E.; Antonov, A. A.; Smirnov, M. B.
[Chemistry of Natural Compounds, 1985, vol. 21, # 4, p. 520 - 523][Khimiya Prirodnykh Soedinenii, 1985, vol. 21, # 4, p. 555 - 558]
- 5
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(S)-tryptophan methyl ester hydrochloride
[ No CAS ]
-
[ 23632-70-4 ]
-
[ 98385-60-5 ]
Yield | Reaction Conditions | Operation in experiment |
100% |
With dicyclohexyl-carbodiimide In dichloromethane Ambient temperature; overnight; |
|
95% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h; |
40
Preparation of compound Cbz-Asp(OtBu)-Trp-OMe:341mg (1mmol) Z-Asp(OtBu)-OHAnd 254mg (1mmol) H-Trp-OMe.HCl addedIn 3ml DMF solvent,Add 286mg (1.5mmol) EDC.HCl to it,202mg (1.5mmol) HOBT,494μL (1.5mmol) DIEA,Reaction at room temperature for 1 hour,After the reaction,Add 60ml ethyl acetate to the reaction solution successively,50ml 5% (volume fraction) phosphoric acid aqueous solution,50ml saturated NaHCO3 aqueous solution,50ml water and 50ml saturated NaCl aqueous solution were extracted once, and the organic layer was dried with anhydrous sodium sulfate,Filter and evaporate to dryness under reduced pressure,Thus, 496.8 mg of pure compound Cbz-Asp(OtBu)-Trp-OMe was obtained, and the yield was 95%. |
- 6
-
[ 23632-70-4 ]
-
(S)-2-((S)-2-Amino-3-tert-butoxycarbonyl-propionylamino)-3-methyl-butyric acid methyl ester; hydrochloride
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: dicyclohexylcarbodiimide / CH2Cl2 / -20 deg C, 1 h, then r.t. 3 h
2: H2, HCl / 5percent Pd/C / methanol / 3 h / Ambient temperature |
|
- 7
-
[ 23632-70-4 ]
-
(S)-3-Amino-N-[(S)-2-(1H-indol-3-yl)-1-methoxycarbonyl-ethyl]-succinamic acid tert-butyl ester; hydrochloride
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: 100 percent / dicyclohexylcarbodiimide / CH2Cl2 / Ambient temperature; overnight
2: H2, HCl / 5percent Pd/C / methanol / 1.5 h / Ambient temperature |
|
- 8
-
[ 23632-70-4 ]
-
[ 102837-86-5 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: 100 percent / dicyclohexylcarbodiimide / CH2Cl2 / Ambient temperature; overnight
2: H2, HCl / 5percent Pd/C / methanol / 1.5 h / Ambient temperature
3: triethylamine / dimethylformamide; dioxane / 24 h / 0 °C |
|
- 9
-
[ 23632-70-4 ]
-
Boc-Ser-Ser-Asp(OBu-t)-Trp-N2H3
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1: 100 percent / dicyclohexylcarbodiimide / CH2Cl2 / Ambient temperature; overnight
2: H2, HCl / 5percent Pd/C / methanol / 1.5 h / Ambient temperature
3: triethylamine / dimethylformamide; dioxane / 24 h / 0 °C
4: 82.5 percent / 100percent hydrazine hydrate / methanol / 2.5 h / Ambient temperature |
|
- 10
-
[ 23632-70-4 ]
-
[ 102837-82-1 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: dicyclohexylcarbodiimide / CH2Cl2 / -20 deg C, 1 h, then r.t. 3 h
2: H2, HCl / 5percent Pd/C / methanol / 3 h / Ambient temperature
3: triethylamine / dimethylformamide; dioxane / 72 h / 0 °C |
|
- 11
-
[ 23632-70-4 ]
-
[ 102837-67-2 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1: dicyclohexylcarbodiimide / CH2Cl2 / -20 deg C, 1 h, then r.t. 3 h
2: H2, HCl / 5percent Pd/C / methanol / 3 h / Ambient temperature
3: triethylamine / dimethylformamide; dioxane / 72 h / 0 °C
4: 71.6 percent / 100percent hydrazine hydrate / methanol / 2 h / Ambient temperature |
|
- 12
-
[ 23632-70-4 ]
-
[ 27446-41-9 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: 92 percent
2: 1) hydrogen; 2) triethylamine; / Pd black / 1) CH3OH, HCl, dioxane; 2) DMF, 18-20 deg C, 24 h. |
|
Reference:
[1]Karel'skii, V. N.; Krysin, E. P.; Rostovskaya, G. E.; Antonov, A. A.; Smirnov, M. B.
[Chemistry of Natural Compounds, 1985, vol. 21, # 4, p. 520 - 523][Khimiya Prirodnykh Soedinenii, 1985, vol. 21, # 4, p. 555 - 558]
- 13
-
[ 23632-70-4 ]
-
[ 103678-20-2 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: 92 percent
2: 1) hydrogen; 2) triethylamine; / Pd black / 1) CH3OH, HCl, dioxane; 2) DMF, 18-20 deg C, 24 h. |
|
Reference:
[1]Karel'skii, V. N.; Krysin, E. P.; Rostovskaya, G. E.; Antonov, A. A.; Smirnov, M. B.
[Chemistry of Natural Compounds, 1985, vol. 21, # 4, p. 520 - 523][Khimiya Prirodnykh Soedinenii, 1985, vol. 21, # 4, p. 555 - 558]
- 14
-
[ 23632-70-4 ]
-
[ 103678-21-3 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1: 92 percent
2: 1) hydrogen; 2) triethylamine; / Pd black / 1) CH3OH, HCl, dioxane; 2) DMF, 18-20 deg C, 24 h.
4: 94 percent / hydrazine hydrate / methanol; dimethylformamide / 10 h / 20 - 24 °C |
|
Reference:
[1]Karel'skii, V. N.; Krysin, E. P.; Rostovskaya, G. E.; Antonov, A. A.; Smirnov, M. B.
[Chemistry of Natural Compounds, 1985, vol. 21, # 4, p. 520 - 523][Khimiya Prirodnykh Soedinenii, 1985, vol. 21, # 4, p. 555 - 558]
- 15
-
[ 23632-70-4 ]
-
[ 126027-22-3 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: DCC
2: H2 / Pd-C |
|
- 16
-
[ 1192373-39-9 ]
-
[ 23632-70-4 ]
-
C28H44N4O9
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Stage #1: DCHA salt of the β-tert-butyl ester of N-benzyloxycarbonylaspartic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 25℃; for 1h; Inert atmosphere;
Stage #2: (S)-(3-(tert-butoxy)-1-hydrazino-1-oxopropan-2-yl)carbamic acid tert-butyl ester In acetonitrile at 25℃; for 8h; Inert atmosphere; |
|
Reference:
[1]Ko, Eunhwa; Liu, Jing; Perez, Lisa M.; Lu, Genliang; Schaefer, Amber; Burgess, Kevin
[Journal of the American Chemical Society, 2011, vol. 133, # 3, p. 462 - 477]
- 17
-
[ 1262482-79-0 ]
-
[ 23632-70-4 ]
-
C25H40N4O7
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Stage #1: DCHA salt of the β-tert-butyl ester of N-benzyloxycarbonylaspartic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 25℃; for 1h; Inert atmosphere;
Stage #2: C9H21N3O2 In acetonitrile at 25℃; for 8h; Inert atmosphere; |
|
Reference:
[1]Ko, Eunhwa; Liu, Jing; Perez, Lisa M.; Lu, Genliang; Schaefer, Amber; Burgess, Kevin
[Journal of the American Chemical Society, 2011, vol. 133, # 3, p. 462 - 477]
- 18
-
[ 2592-20-3 ]
-
[ 23632-70-4 ]
-
C32H51N5O10
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Stage #1: DCHA salt of the β-tert-butyl ester of N-benzyloxycarbonylaspartic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 25℃; for 1h; Inert atmosphere;
Stage #2: Nα,Nε-Di-tert.-butyloxycarbonyl-L-lysin-hydrazid In acetonitrile at 25℃; for 8h; Inert atmosphere; |
|
Reference:
[1]Ko, Eunhwa; Liu, Jing; Perez, Lisa M.; Lu, Genliang; Schaefer, Amber; Burgess, Kevin
[Journal of the American Chemical Society, 2011, vol. 133, # 3, p. 462 - 477]
- 19
-
[ 95485-98-6 ]
-
[ 23632-70-4 ]
-
C34H48N4O9
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Stage #1: DCHA salt of the β-tert-butyl ester of N-benzyloxycarbonylaspartic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 25℃; for 1h; Inert atmosphere;
Stage #2: N-tert.-Butyloxycarbonyl-O-tert.-butyl-L-tyrosinhydrazid In acetonitrile at 25℃; for 8h; Inert atmosphere; |
|
Reference:
[1]Ko, Eunhwa; Liu, Jing; Perez, Lisa M.; Lu, Genliang; Schaefer, Amber; Burgess, Kevin
[Journal of the American Chemical Society, 2011, vol. 133, # 3, p. 462 - 477]
- 20
-
(S)-tryptophan methyl ester hydrochloride
[ No CAS ]
-
[ 23632-70-4 ]
-
C29H32F3N3O7
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C
2: fluorescein / N,N-dimethyl-formamide; water / 8 h / 20 °C / Irradiation |
|