(S)-(3-(benzyloxy)-2-methoxy-6-((5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)phenyl)methanol

Base Information

• Chemical Name: (S)-(3-(benzyloxy)-2-methoxy-6-((5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)phenyl)methanol
• CAS No.: 1429118-83-1
• Molecular Formula: C₂₆H₂₇NO₅
• Molecular Weight: 433.504
• Mol file: 1429118-83-1.mol

Synonyms:(S)-(3-(benzyloxy)-2-methoxy-6-((5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)phenyl)methanol

Chemical Property of (S)-(3-(benzyloxy)-2-methoxy-6-((5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)phenyl)methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(3-(benzyloxy)-2-methoxy-6-((5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)phenyl)methanol

There total 13 articles about (S)-(3-(benzyloxy)-2-methoxy-6-((5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)phenyl)methanol 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:

(S)-3-(benzyloxy)-2-methoxy-6-((5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)benzyl acetate (1422431-49-9) → (S)-(3-(benzyloxy)-2-methoxy-6-((5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)phenyl)methanol (1429118-83-1)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 20 ℃; for 3h;

DOI:10.1016/j.bmc.2012.12.016

Reference yield:

6-(2-(2-(benzo[d][1,3]dioxol-5-yl)ethylamino)-2-oxoethyl)-3-(benzyloxy)-2-methoxybenzyl acetate (1422431-34-2) → (S)-(3-(benzyloxy)-2-methoxy-6-((5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)phenyl)methanol (1429118-83-1)

Guidance literature:

Multi-step reaction with 3 steps

1: trichlorophosphate / acetonitrile / 1 h / Reflux; Inert atmosphere

2: (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); formic acid; triethylamine / N,N-dimethyl-formamide / 20 °C

3: water; sodium hydroxide / ethanol / 3 h / 20 °C

With (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); formic acid; water; triethylamine; sodium hydroxide; trichlorophosphate; In ethanol; N,N-dimethyl-formamide; acetonitrile; 1: |Bischler-Napieralski Reaction;

DOI:10.1016/j.bmc.2012.12.016

Reference yield:

3-(benzyloxy)-6-((7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)-2-methoxybenzyl acetate (1422431-41-1) → (S)-(3-(benzyloxy)-2-methoxy-6-((5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)phenyl)methanol (1429118-83-1)

Guidance literature:

Multi-step reaction with 2 steps

1: (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); formic acid; triethylamine / N,N-dimethyl-formamide / 20 °C

2: water; sodium hydroxide / ethanol / 3 h / 20 °C

With (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); formic acid; water; triethylamine; sodium hydroxide; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2012.12.016

upstream raw materials:

3,4-methylenedioxyphenylethylamine

C₂₆H₂₇NO₆

Methyl 4-hydroxyphenylacetate

methyl 3-bromo-4-hydroxyphenylacetate

Downstream raw materials:

14-(S)-10-benzyloxy-2,3-methylenedioxy-9-methoxytetrahyrdooxyprotoberberine