4-(3-((tert-butoxycarbonyl)amino)-1-(isoquinolin-6-ylamino)-1-oxopropan-2-yl)benzyl 2,4-dimethylbenzoate synthesis

4synthesis methods

Product Name:4-(3-((tert-butoxycarbonyl)amino)-1-(isoquinolin-6-ylamino)-1-oxopropan-2-yl)benzyl 2,4-dimethylbenzoate
CAS Number:1253955-17-7
Molecular formula:C33H35N3O5
Molecular Weight:553.65

1253955-14-4 Synthesis

tert-butyl (2-(4-(hydroxymethyl)phenyl)-3-(isoquinolin-6-ylamino)-3-oxopropyl)carbamate

1253955-14-4
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611-01-8
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4-(3-((tert-butoxycarbonyl)amino)-1-(isoquinolin-6-ylamino)-1-oxopropan-2-yl)benzyl 2,4-dimethylbenzoate

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Yield:-

Reaction Conditions:

with pyridine;dmap;1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

Steps:

145

4-(3-(te/t-butoxycarbonylamino)-1 -(isoquinolin-6-ylamino)-1 -oxopropan-2- yl)benzyl 2,4-dimethylbenzoate (E145) was prepared E139 according to the below: To 2,4-dimethylbenzoic acid in pyridine was added EDC, DMAP, and te/t-butyl 2-(4- (hydroxymethyl)phenyl)-3-(isoquinolin-6-ylamino)-3-oxopropylcarbamate (E139), and the solution was capped and stirred overnight. The mixture was poured into EtOAc/NaHCO₃(_Sat) and the aqueous layer was further extracted with EtOAc. The organics were dried (MgSO₄), filtered, and evaporated. Column chromatography (SiO₂, 0-5% MeOH/CH₂CI₂ gradient) gave pure 4-(3-(te/t-butoxycarbonylamino)-1 -(isoquinolin-6-ylamino)-1 -oxopropan-2- yl)benzyl 2,4-dimethylbenzoate (E145).

References:

WO2010/127329,2010,A1 Location in patent:Page/Page column 59-60

4248-19-5 Synthesis

4248-19-5
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References

73401-74-8 Synthesis

73401-74-8
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References

155380-11-3 Synthesis

Methyl 2-(4-(hydroxyMethyl)phenyl)acetate

155380-11-3
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References