(5S,10aS)-6,8-dimethoxy-9-<(5-hydroxymethyl-1-methyl-1H-imidazol-4-yl)thio>-5-<(4-methoxyphenyl)methyl>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one

Base Information

Chemical Name:(5S,10aS)-6,8-dimethoxy-9-<(5-hydroxymethyl-1-methyl-1H-imidazol-4-yl)thio>-5-<(4-methoxyphenyl)methyl>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one
CAS No.:221333-26-2
Molecular Formula:C₂₆H₂₉N₃O₆S
Molecular Weight:511.599
Hs Code.:

(5S,10aS)-6,8-dimethoxy-9-<(5-hydroxymethyl-1-methyl-1H-imidazol-4-yl)thio>-5-<(4-methoxyphenyl)methyl>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one

Synonyms:(5S,10aS)-6,8-dimethoxy-9-<(5-hydroxymethyl-1-methyl-1H-imidazol-4-yl)thio>-5-<(4-methoxyphenyl)methyl>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one

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Chemical Property of (5S,10aS)-6,8-dimethoxy-9-<(5-hydroxymethyl-1-methyl-1H-imidazol-4-yl)thio>-5-<(4-methoxyphenyl)methyl>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one

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Technology Process of (5S,10aS)-6,8-dimethoxy-9-<(5-hydroxymethyl-1-methyl-1H-imidazol-4-yl)thio>-5-<(4-methoxyphenyl)methyl>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one

There total 11 articles about (5S,10aS)-6,8-dimethoxy-9-<(5-hydroxymethyl-1-methyl-1H-imidazol-4-yl)thio>-5-<(4-methoxyphenyl)methyl>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one 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: 82.0%

: 221333-22-8
(5S,10aS)-6,8-dimethoxy-9-<(5-formyl-1-methyl-1H-imidazol-4-yl)thio>-5-<(4-methoxyphenyl)methyl>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one

: 221333-26-2
(5S,10aS)-6,8-dimethoxy-9-<(5-hydroxymethyl-1-methyl-1H-imidazol-4-yl)thio>-5-<(4-methoxyphenyl)methyl>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one

Guidance literature:: With sodium tetrahydroborate; In methanol; for 1h; Ambient temperature;
DOI:10.1248/cpb.47.83

Reference yield:

: 174905-91-0
3,5-dimethoxy-2-<<(4-methoxyphenyl)methyl>thio>-L-phenylalanine methyl ester

: 221333-26-2
(5S,10aS)-6,8-dimethoxy-9-<(5-hydroxymethyl-1-methyl-1H-imidazol-4-yl)thio>-5-<(4-methoxyphenyl)methyl>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / aq. Na₂CO₃ / benzene / 0.5 h / 8 - 10 °C

2: 99 percent / LiBH₄ / tetrahydrofuran / 1.5 h / Ambient temperature

3: 93 percent / pyridine / 1.5 h / Ambient temperature

4: 1.) POCl₃, 2.) NaBH₄ / 1.) toluene, reflux, 1.5 h, 2.) MeOH, -78 deg C, 1 h

5: 86 percent / aq. K₂CO₃ / methanol / 1 h / Ambient temperature

6: 91 percent / NaOEt / ethanol / 6 h / Heating

7: 90 percent / anisole, mercuric trifluoroacetate / ethanol / 14.5 h / Ambient temperature

8: 1.) NaH / 1.) DMF, RT, 2.) DMF, 100 deg C, 3 h

9: 82 percent / NaBH₄ / methanol / 1 h / Ambient temperature

With pyridine; sodium tetrahydroborate; lithium borohydride; sodium ethanolate; mercury(II) trifluoroacetate; sodium hydride; sodium carbonate; potassium carbonate; methoxybenzene; trichlorophosphate; In tetrahydrofuran; methanol; ethanol; benzene;
DOI:10.1248/cpb.47.83

Reference yield:

: 221332-90-7
N-<(4-methoxyphenyl)acetyl>-3,5-dimethoxy-2-<<(4-methoxyphenyl)methyl>thio>-L-phenylalanine methyl ester

: 221333-26-2
(5S,10aS)-6,8-dimethoxy-9-<(5-hydroxymethyl-1-methyl-1H-imidazol-4-yl)thio>-5-<(4-methoxyphenyl)methyl>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / LiBH₄ / tetrahydrofuran / 1.5 h / Ambient temperature

2: 93 percent / pyridine / 1.5 h / Ambient temperature

3: 1.) POCl₃, 2.) NaBH₄ / 1.) toluene, reflux, 1.5 h, 2.) MeOH, -78 deg C, 1 h

4: 86 percent / aq. K₂CO₃ / methanol / 1 h / Ambient temperature

5: 91 percent / NaOEt / ethanol / 6 h / Heating

6: 90 percent / anisole, mercuric trifluoroacetate / ethanol / 14.5 h / Ambient temperature

7: 1.) NaH / 1.) DMF, RT, 2.) DMF, 100 deg C, 3 h

8: 82 percent / NaBH₄ / methanol / 1 h / Ambient temperature

With pyridine; sodium tetrahydroborate; lithium borohydride; sodium ethanolate; mercury(II) trifluoroacetate; sodium hydride; potassium carbonate; methoxybenzene; trichlorophosphate; In tetrahydrofuran; methanol; ethanol;
DOI:10.1248/cpb.47.83