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187960-74-3

Basic Information
CAS No.: 187960-74-3
Name: 3,5-BIS[2-(BOC-AMINO)ETHOXY]-BENZOIC ACID
Article Data: 8
Molecular Structure:
Molecular Structure of 187960-74-3 (3,5-BIS[2-(BOC-AMINO)ETHOXY]-BENZOIC ACID)
Formula: C21H32 N2 O8
Molecular Weight: 440.494
Synonyms: 3,5-BIS[2-(BOC-AMINO)ETHOXY]-BENZOIC ACID
Density: 1.181±0.06 g/cm3(Predicted)
Melting Point: 125-127 °C
Boiling Point: 632.1±55.0 °C(Predicted)
PSA: 132.42000
LogP: 3.97360
Synthetic route
184916-28-7

3,5-bis-(2-tert-butyloxycarbonylamino-ethoxy) methyl benzoate

187960-74-3

3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid

Conditions
ConditionsYield
With sodium hydroxide100%
With sodium hydroxide In 1,4-dioxane; methanol; water for 5h;96%
With water; sodium hydroxide In 1,4-dioxane; methanol for 5h;96%
24424-99-5

di-tert-butyl dicarbonate

187960-74-3

3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: NEt3 / CH2Cl2 / 27 h / 0 °C
2: 64 percent / K2CO3 / dimethylformamide / 16 h / 40 °C
3: 95 percent / Tesser's base / 4.5 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 24 h / 0 °C
2: potassium carbonate; N,N-dimethyl-formamide / 16 h / 50 °C
3: sodium hydroxide / water; methanol; 1,4-dioxane / 5 h
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 24 h / 0 °C
2: potassium carbonate / N,N-dimethyl-formamide / 16 h / 50 °C
3: sodium hydroxide; water / methanol; 1,4-dioxane / 5 h
View Scheme
2150-44-9

1-carbomethoxy-3,5-dihydroxybenzene

187960-74-3

3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 64 percent / K2CO3 / dimethylformamide / 16 h / 40 °C
2: 95 percent / Tesser's base / 4.5 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: K2CO3 / dimethylformamide
2: NaOH
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 50 °C
2: sodium hydroxide; water / methanol; 1,4-dioxane / 5 h
View Scheme
Multi-step reaction with 2 steps
1.1: potassium iodide; potassium carbonate / acetone / 16 h / 65 °C / Inert atmosphere
2.1: sodium hydroxide / water; methanol / 2 h / 70 °C / Inert atmosphere
2.2: pH 3 / Inert atmosphere
View Scheme
99-10-5

3,5-Dihydroxybenzoic acid

187960-74-3

3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 90 percent / H2SO4 / Heating
2: 64 percent / K2CO3 / dimethylformamide / 16 h / 40 °C
3: 95 percent / Tesser's base / 4.5 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid / Reflux
2: potassium carbonate; N,N-dimethyl-formamide / 16 h / 50 °C
3: sodium hydroxide / water; methanol; 1,4-dioxane / 5 h
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid / Reflux
2: potassium carbonate / N,N-dimethyl-formamide / 16 h / 50 °C
3: sodium hydroxide; water / methanol; 1,4-dioxane / 5 h
View Scheme
39684-80-5

2-(tert-butoxycarbonylamino)ethyl bromide

187960-74-3

3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 64 percent / K2CO3 / dimethylformamide / 16 h / 40 °C
2: 95 percent / Tesser's base / 4.5 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: K2CO3 / dimethylformamide
2: NaOH
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate; N,N-dimethyl-formamide / 16 h / 50 °C
2: sodium hydroxide / water; methanol; 1,4-dioxane / 5 h
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 50 °C
2: sodium hydroxide; water / methanol; 1,4-dioxane / 5 h
View Scheme
Multi-step reaction with 2 steps
1.1: potassium iodide; potassium carbonate / acetone / 16 h / 65 °C / Inert atmosphere
2.1: sodium hydroxide / water; methanol / 2 h / 70 °C / Inert atmosphere
2.2: pH 3 / Inert atmosphere
View Scheme
187960-74-3

3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid

3,5-Bis-(2-amino-ethoxy)-benzoic acid methyl ester; hydrochloride

187960-76-5

3,5-Bis-{2-[3,5-bis-(2-tert-butoxycarbonylamino-ethoxy)-benzoylamino]-ethoxy}-benzoic acid methyl ester

Conditions
ConditionsYield
With BOP-peptide100%
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate100%
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1.5h;95%
187960-74-3

3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid

3,5-(di-aminoethoxy)-benzoic acid dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; dichloromethane for 2h;100%
With hydrogenchloride In diethyl ether; dichloromethane; water for 2h;100%
2687-43-6

O-benzylhydoxylamine hydrochloride

187960-74-3

3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid

1228435-28-6

N-(benzyloxy)-3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Inert atmosphere;86%
187960-74-3

3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid

N-Fmoc-L-Ser(t-But)-OEt

N-Boc-L-Phe-L-Ser(t-But)-OEt

Conditions
ConditionsYield
With potassium fluoride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 5h; Substitution;84%

C18H33NO7P2

187960-74-3

3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid

C39H63N3O14P2

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h; Inert atmosphere;65%
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Inert atmosphere;65%
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