methyl (βS)-β-{{2-[-(3-aminopropyl)-1,2,3,4-tetrahydro-4-hydroxy-1-oxoisoquinolin-4-yl]ethyl}amino}benzenepropanoate

Base Information

Chemical Name:methyl (βS)-β-{{2-[-(3-aminopropyl)-1,2,3,4-tetrahydro-4-hydroxy-1-oxoisoquinolin-4-yl]ethyl}amino}benzenepropanoate
CAS No.:557077-72-2
Molecular Formula:C₂₄H₃₁N₃O₄
Molecular Weight:425.528
Hs Code.:

Synonyms:methyl (βS)-β-{{2-[-(3-aminopropyl)-1,2,3,4-tetrahydro-4-hydroxy-1-oxoisoquinolin-4-yl]ethyl}amino}benzenepropanoate

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Chemical Property of methyl (βS)-β-{{2-[-(3-aminopropyl)-1,2,3,4-tetrahydro-4-hydroxy-1-oxoisoquinolin-4-yl]ethyl}amino}benzenepropanoate

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Technology Process of methyl (βS)-β-{{2-[-(3-aminopropyl)-1,2,3,4-tetrahydro-4-hydroxy-1-oxoisoquinolin-4-yl]ethyl}amino}benzenepropanoate

There total 8 articles about methyl (βS)-β-{{2-[-(3-aminopropyl)-1,2,3,4-tetrahydro-4-hydroxy-1-oxoisoquinolin-4-yl]ethyl}amino}benzenepropanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

: 557077-71-1
methyl (βS)-β-{{2-[-(2-cyanoethyl)-1,2,3,4-tetrahydro-4-hydroxy-1-oxoisoquinolin-4-yl]ethyl}amino}benzenepropanoate

: 557077-72-2
methyl (βS)-β-{{2-[-(3-aminopropyl)-1,2,3,4-tetrahydro-4-hydroxy-1-oxoisoquinolin-4-yl]ethyl}amino}benzenepropanoate

Guidance literature:: With hydrogen; platinum(IV) oxide; In hydrogenchloride; ethanol; at 20 ℃; for 6h; under 2585.74 Torr;
DOI:10.1002/hlca.200390058

Reference yield:

: 16859-59-9
3-hydroxy-1(3H)-isobenzofuranone

: 557077-72-2
methyl (βS)-β-{{2-[-(3-aminopropyl)-1,2,3,4-tetrahydro-4-hydroxy-1-oxoisoquinolin-4-yl]ethyl}amino}benzenepropanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: aq. HCl / 0.67 h / 0 °C

1.2: 85 percent / DCC / ethyl acetate / 8 h

2.1: 75 percent / BuLi; iPr₂NH; HMPA / tetrahydrofuran; hexane / 2 h / -78 °C

3.1: 40 percent / NaBH₃(OCOCF₃) / tetrahydrofuran / 0.5 h / 20 °C

4.1: 87 percent / methanol / 12 h / Heating

5.1: 90 percent / NaOMe / ethanol / 2 h / Heating

6.1: O₃ / methanol / -78 °C

6.2: 80 percent / Me₂S / methanol / 2 h / -78 - 20 °C

7.1: 75 percent / HCl; NaBH₃CN / methanol / 12 h / 20 °C

8.1: 87 percent / H₂ / PtO₂ / ethanol; aq. HCl / 6 h / 20 °C / 2585.74 Torr

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium (trifluoroacetoxy)borohydride; hydrogen; sodium methylate; sodium cyanoborohydride; ozone; diisopropylamine; platinum(IV) oxide; In tetrahydrofuran; hydrogenchloride; methanol; ethanol; hexane;
DOI:10.1002/hlca.200390058

Reference yield:

: 27613-27-0
3-oxo-1,3-dihydroisobenzofuran-1-carbonitrile

: 557077-72-2
methyl (βS)-β-{{2-[-(3-aminopropyl)-1,2,3,4-tetrahydro-4-hydroxy-1-oxoisoquinolin-4-yl]ethyl}amino}benzenepropanoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 75 percent / BuLi; iPr₂NH; HMPA / tetrahydrofuran; hexane / 2 h / -78 °C

2.1: 40 percent / NaBH₃(OCOCF₃) / tetrahydrofuran / 0.5 h / 20 °C

3.1: 87 percent / methanol / 12 h / Heating

4.1: 90 percent / NaOMe / ethanol / 2 h / Heating

5.1: O₃ / methanol / -78 °C

5.2: 80 percent / Me₂S / methanol / 2 h / -78 - 20 °C

6.1: 75 percent / HCl; NaBH₃CN / methanol / 12 h / 20 °C

7.1: 87 percent / H₂ / PtO₂ / ethanol; aq. HCl / 6 h / 20 °C / 2585.74 Torr

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium (trifluoroacetoxy)borohydride; hydrogen; sodium methylate; sodium cyanoborohydride; ozone; diisopropylamine; platinum(IV) oxide; In tetrahydrofuran; hydrogenchloride; methanol; ethanol; hexane;
DOI:10.1002/hlca.200390058