bis(2-(2-cyanoethoxy)ethyl)ether
4,7,10-trioxa-1,13-diaminotridecane
Conditions | Yield |
---|---|
With ammonia; nickel at 110℃; under 58840.6 Torr; Hydrogenation; | |
With hydrogen; nickel In propan-1-ol |
3-(2-(2-hydroxyethoxy)ethoxy)propanenitrile
bis(2-(2-cyanoethoxy)ethyl)ether
A
4,7,10-trioxa-1,13-diaminotridecane
B
2-[2-(3-amino-propoxy)-ethoxy]-ethanol
C
diethylene glycol
Conditions | Yield |
---|---|
With hydrogen; Grace 2724 sponge cobalt In water at 60℃; under 42133 Torr; for 4h; Product distribution / selectivity; |
3-(2-(2-hydroxyethoxy)ethoxy)propanenitrile
bis(2-(2-cyanoethoxy)ethyl)ether
C
4,7,10-trioxa-1,13-diaminotridecane
D
2-[2-(3-amino-propoxy)-ethoxy]-ethanol
Conditions | Yield |
---|---|
With hydrogen; Grace 2724 sponge cobalt In methanol at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity; | |
With hydrogen; Grace 2724 sponge cobalt In DMF (N,N-dimethyl-formamide) at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity; | |
With hydrogen; Grace 2724 sponge cobalt In tert-butyl methyl ether at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity; |
3-(2-(2-hydroxyethoxy)ethoxy)propanenitrile
bis(2-(2-cyanoethoxy)ethyl)ether
B
4,7,10-trioxa-1,13-diaminotridecane
C
2-[2-(3-amino-propoxy)-ethoxy]-ethanol
Conditions | Yield |
---|---|
With hydrogen; Grace 2724 sponge cobalt at 125℃; under 47304.6 Torr; for 4h; Product distribution / selectivity; | |
With hydrogen; Grace 2724 sponge cobalt In tetrahydrofuran at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity; |
3-(2-(2-hydroxyethoxy)ethoxy)propanenitrile
bis(2-(2-cyanoethoxy)ethyl)ether
A
4,7,10-trioxa-1,13-diaminotridecane
B
2-[2-(3-amino-propoxy)-ethoxy]-ethanol
Conditions | Yield |
---|---|
With hydrogen; Grace 2724 sponge cobalt In tert-butyl methyl ether at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity; | |
With hydrogen; Grace 2724 sponge cobalt In tetrahydrofuran at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity; |
2-[2-[2-[2-aminoethoxy]ethoxy]ethoxy]ethylamine
1(4)-methoxy-7,10,13-trioxa-3,17-diaza-1(2,6)-pyridinaoctadecacyclophan-2,17-diene
A
4,7,10-trioxa-1,13-diaminotridecane
B
1(4)-methoxy-6,9,12-trioxa-3,15-diaza-1(2,6)-pyridinahexadecacyclophan-2,15-diene
Conditions | Yield |
---|---|
In d(4)-methanol at 20℃; for 12h; |
Conditions | Yield |
---|---|
Stage #1: carbon disulfide; 4,7,10-trioxa-1,13-diaminotridecane With triethylamine In ethanol at 20℃; Stage #2: With dmap; di-tert-butyl dicarbonate In ethanol at 20℃; for 0.25h; Further stages.; | 100% |
Stage #1: carbon disulfide; 4,7,10-trioxa-1,13-diaminotridecane With triethylamine In N,N-dimethyl-formamide at 0℃; Stage #2: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 0.25h; |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran for 0.5h; | 100% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide; acetonitrile at 20℃; for 12h; Inert atmosphere; | 100% |
4,7,10-trioxa-1,13-diaminotridecane
di-tert-butyl dicarbonate
tert-butyl N-(3-{2-[2-(3-aminopropoxy)ethoxy]ethoxy}propyl)carbamate
Conditions | Yield |
---|---|
In 1,4-dioxane Inert atmosphere; | 99% |
In 1,4-dioxane | 98% |
In 1,4-dioxane; water at 20℃; for 17h; | 96% |
4,7,10-trioxa-1,13-diaminotridecane
p-nitrophenoxycarbonyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside
N,N'-bis-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyloxycarbonyl)-4,7,10-trioxa-1,13-tridecandiamine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane for 2h; | 99% |
With N-ethyl-N,N-diisopropylamine In dichloromethane |
4,7,10-trioxa-1,13-diaminotridecane
biotin pentafluorophenyl ester
N-(13-amino-4,7,10-trioxatridecanyl)-D-biotinamide
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 2h; Inert atmosphere; | 99% |
With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 1.25h; | 94% |
With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 1.5h; | 71% |
4,7,10-trioxa-1,13-diaminotridecane
1H,2H,2H-perfluoro-1-octyl succinic acid monoester
Conditions | Yield |
---|---|
In methanol Heating; | 99% |
4,7,10-trioxa-1,13-diaminotridecane
Conditions | Yield |
---|---|
In methanol Heating; | 99% |
4,7,10-trioxa-1,13-diaminotridecane
3,3,4,4,5,5,6,6,7,7,8,8,8,9,10,10,10,10-heptadecafluoro-1-decathioacetic acid
Conditions | Yield |
---|---|
In methanol for 2h; Reflux; | 99% |
4,7,10-trioxa-1,13-diaminotridecane
3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-octanethioacetic acid
Conditions | Yield |
---|---|
In methanol for 2h; Reflux; | 99% |
4,7,10-trioxa-1,13-diaminotridecane
3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-octa-6-thiohexanoic acid
Conditions | Yield |
---|---|
In methanol for 2h; Reflux; | 99% |
4,7,10-trioxa-1,13-diaminotridecane
Conditions | Yield |
---|---|
With imidazole-1-sulfonyl azide hydrochloride; potassium carbonate; copper(II) sulfate In methanol; water at 20℃; for 2h; | 98% |
With triflic azide; sodium hydrogencarbonate; copper(II) sulfate In methanol; dichloromethane; water at 20℃; for 2h; | 95% |
With triflic azide; sodium hydrogencarbonate; copper(II) sulfate In methanol; dichloromethane; water at 20℃; for 0.5h; |
Conditions | Yield |
---|---|
With sodium methylate In methanol at 40℃; for 7h; | 98% |
Conditions | Yield |
---|---|
Stage #1: o-fluorobromobenzene With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane Inert atmosphere; Stage #2: 4,7,10-trioxa-1,13-diaminotridecane With sodium t-butanolate In 1,4-dioxane for 8h; Reagent/catalyst; Reflux; | 98% |
4,7,10-trioxa-1,13-diaminotridecane
Conditions | Yield |
---|---|
In methanol for 2h; Reflux; | 98% |
4,6-dichloropyrimidine
4,7,10-trioxa-1,13-diaminotridecane
N,N'-bis(6-chloropyrimidin-4-yl)-4,7,10-trioxatridecane-1,13-diamine
Conditions | Yield |
---|---|
With caesium carbonate In 1,4-dioxane at 100℃; for 7h; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
Stage #1: Fmoc-Tyr(tBu)-OH With benzotriazol-1-ol In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: 4,7,10-trioxa-1,13-diaminotridecane In N,N-dimethyl-formamide at 20℃; for 0.5h; | 97% |
4-chloro-3,5-dinitrobenzotrifluoride
4,7,10-trioxa-1,13-diaminotridecane
N,N'-Bis(2',6'-dinitro-4'-trifluoromethylphenyl)-4,7,10-trioxa-1,13-tridecadiamine
Conditions | Yield |
---|---|
With triethylamine In ethanol at 70℃; for 5.5h; | 96.4% |
Conditions | Yield |
---|---|
In water at 5 - 80℃; for 25h; Michael reaction; | 96% |
4,7,10-trioxa-1,13-diaminotridecane
trifluoromethylsulfonic anhydride
N-(3-{2-[2-(3-aminopropoxy)ethoxy]ethoxy}propyl)-trifluoromethanesulfonamide
Conditions | Yield |
---|---|
In chloroform at 0 - 20℃; for 16.5h; | 96% |
4,7,10-trioxa-1,13-diaminotridecane
(fluorenylmethoxy)carbonyl chloride
9H-fluoren-9-ylmethyl N-(3-{2-[2-(3-aminopropoxy)ethoxy]ethoxy}propyl)carbamate
Conditions | Yield |
---|---|
In tetrahydrofuran; isopropyl alcohol at -10℃; | 95% |
Stage #1: 4,7,10-trioxa-1,13-diaminotridecane With chloro-trimethyl-silane; N-ethyl-N,N-diisopropylamine In dichloromethane at 5 - 20℃; for 3h; Stage #2: (fluorenylmethoxy)carbonyl chloride In dichloromethane at 3 - 20℃; for 5h; |
[4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]acetic acid
4,7,10-trioxa-1,13-diaminotridecane
Conditions | Yield |
---|---|
Stage #1: [4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]acetic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 4,7,10-trioxa-1,13-diaminotridecane With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 3h; | 95% |
4,7,10-trioxa-1,13-diaminotridecane
(2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethanoic acid
C36H54N4O9
Conditions | Yield |
---|---|
With 2,4,6-trimethyl-pyridine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 2h; | 94% |
Conditions | Yield |
---|---|
Stage #1: 3-cyanobromobenzene With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane Inert atmosphere; Stage #2: 4,7,10-trioxa-1,13-diaminotridecane With sodium t-butanolate In 1,4-dioxane for 8h; Reagent/catalyst; Reflux; | 94% |
Conditions | Yield |
---|---|
Stage #1: 3-cyanobromobenzene With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane Inert atmosphere; Stage #2: 4,7,10-trioxa-1,13-diaminotridecane With sodium t-butanolate In 1,4-dioxane for 8h; Reflux; | 94% |
4,7,10-trioxa-1,13-diaminotridecane
biotin N-Hydroxysuccinimide ester
N-(13-amino-4,7,10-trioxatridecanyl)-D-biotinamide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 1h; Inert atmosphere; | 93% |
With triethylamine In N,N-dimethyl-formamide at 20℃; for 72h; | 67% |
In dimethyl sulfoxide at 20℃; for 0.25h; | 15 mg |
4,7,10-trioxa-1,13-diaminotridecane
acrylic acid methyl ester
Conditions | Yield |
---|---|
In water at 5 - 80℃; for 25h; Michael reaction; | 93% |
4,7,10-trioxa-1,13-diaminotridecane
[(Z)-4-(p-nitrophenoxycarbonyloxy)-but-2-en-1-yl]-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside
N,N'-bis-(4-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxy)-(Z)-but-2-enyloxycarbonyl)-4,7,10-trioxa-1,13-tridecanediamine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h; | 92% |
4,7,10-trioxa-1,13-diaminotridecane
9-Bromoanthracene
(3β,5β)-3,24-bis(6-chloropyridin-2-yloxy)cholane
A
N,N'-{3,3'-[butane-1,4-diyldi(oxy)]bis(propane-3,1-diyl)}di(anthracen-9-amine)
B
N-[3-(2-{2-[3-(9-anthrylamino)propoxy]ethoxy}ethoxy)propyl]-6-({(3β,5β)-24-[(6-{[3-(2-{2-[3-(9-anthrylamino)propoxy]ethoxy}ethoxy)propyl]amino}pyridin-2-yl)oxy]cholan-3-yl}oxy)pyridin-2-amine
Conditions | Yield |
---|---|
Stage #1: 4,7,10-trioxa-1,13-diaminotridecane; (3β,5β)-3,24-bis(6-chloropyridin-2-yloxy)cholane With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In 1,4-dioxane for 4h; Reflux; Inert atmosphere; Stage #2: 9-Bromoanthracene With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In 1,4-dioxane for 4h; Reflux; Inert atmosphere; | A 92% B 10% |
4,7,10-trioxa-1,13-diaminotridecane
4,4'-dimethoxytrityl chloride
Conditions | Yield |
---|---|
In tetrahydrofuran | 91% |
With triethylamine In acetonitrile |
1. | orl-rat LD50:4290 mg/kg | AIHAAP American Industrial Hygiene Association Journal. 30 (1969),470. | ||
2. | skn-rbt LD50:2500 mg/kg | AIHAAP American Industrial Hygiene Association Journal. 30 (1969),470. |
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