4-Isoquinolinol, 1,2,3,4-tetrahydro-7,8-dimethoxy-6-methyl-1-[(phenylmethoxy)methyl]-5- (2-propenyloxy)-, (1R)-

Base Information

Chemical Name:4-Isoquinolinol, 1,2,3,4-tetrahydro-7,8-dimethoxy-6-methyl-1-[(phenylmethoxy)methyl]-5- (2-propenyloxy)-, (1R)-
CAS No.:851121-83-0
Molecular Formula:C23H29NO5
Molecular Weight:399.487
Hs Code.:

Synonyms:

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Chemical Property of 4-Isoquinolinol, 1,2,3,4-tetrahydro-7,8-dimethoxy-6-methyl-1-[(phenylmethoxy)methyl]-5- (2-propenyloxy)-, (1R)-

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Technology Process of 4-Isoquinolinol, 1,2,3,4-tetrahydro-7,8-dimethoxy-6-methyl-1-[(phenylmethoxy)methyl]-5- (2-propenyloxy)-, (1R)-

There total 12 articles about 4-Isoquinolinol, 1,2,3,4-tetrahydro-7,8-dimethoxy-6-methyl-1-[(phenylmethoxy)methyl]-5- (2-propenyloxy)-, (1R)- 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:

: 2-{[(R)-1-(5-Allyloxy-2,3-dimethoxy-4-methyl-phenyl)-2-benzyloxy-ethylamino]-methyl}-propane-1,3-diol

: 851121-83-0
(R)-5-Allyloxy-1-benzyloxymethyl-7,8-dimethoxy-6-methyl-1,2,3,4-tetrahydro-isoquinolin-4-ol

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 72h;
DOI:10.1021/ja050203t

Reference yield:

: 851121-78-3
(5-bromo-3,4-dimethoxy-2-methyl-phenoxy)-tert-butyl-diphenyl-silane

: 851121-83-0
(R)-5-Allyloxy-1-benzyloxymethyl-7,8-dimethoxy-6-methyl-1,2,3,4-tetrahydro-isoquinolin-4-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-BuLi / tetrahydrofuran; hexane; toluene / 0.33 h / -78 °C

1.2: 80 percent / toluene; tetrahydrofuran; hexane / 0.83 h / -78 °C

2.1: TEA; formic acid; (R,R)-(TosHN-CHPh-CHPh-NH₂) / (RuCl₂)2(p-cymene) / dimethylformamide / 48 h / 40 °C

3.1: DPPA; DBU / toluene; dimethylformamide / 36 h / 50 °C

4.1: H₂ / Pd/C / ethyl acetate / 15 h / 20 °C / 760 Torr

5.1: sodium cyanoborohydride; MgSO₄; AcOH / methanol / 0 - 65 °C

6.1: TBAF / tetrahydrofuran / 0.5 h / 0 °C

7.1: sodium hydride / dimethylformamide / 0.75 h / 0 - 20 °C

7.2: dimethylformamide / 2 h / 20 °C

8.1: aq. HCl / dioxane / 72 h / 20 °C

With hydrogenchloride; n-butyllithium; formic acid; TEA; diphenyl-phosphinic acid; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; sodium cyanoborohydride; magnesium sulfate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; palladium on activated charcoal; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; ethyl acetate; N,N-dimethyl-formamide; toluene; 8.1: Pomeranz-Fritsch cyclization;
DOI:10.1021/ja050203t

Reference yield:

: 851121-79-4
2-benzyloxy-1-[5-(tert-butyl-diphenyl-silanyloxy)-2,3-dimethoxy-4-methyl-phenyl]-ethanone

: 851121-83-0
(R)-5-Allyloxy-1-benzyloxymethyl-7,8-dimethoxy-6-methyl-1,2,3,4-tetrahydro-isoquinolin-4-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: TEA; formic acid; (R,R)-(TosHN-CHPh-CHPh-NH₂) / (RuCl₂)2(p-cymene) / dimethylformamide / 48 h / 40 °C

2.1: DPPA; DBU / toluene; dimethylformamide / 36 h / 50 °C

3.1: H₂ / Pd/C / ethyl acetate / 15 h / 20 °C / 760 Torr

4.1: sodium cyanoborohydride; MgSO₄; AcOH / methanol / 0 - 65 °C

5.1: TBAF / tetrahydrofuran / 0.5 h / 0 °C

6.1: sodium hydride / dimethylformamide / 0.75 h / 0 - 20 °C

6.2: dimethylformamide / 2 h / 20 °C

7.1: aq. HCl / dioxane / 72 h / 20 °C

With hydrogenchloride; formic acid; TEA; diphenyl-phosphinic acid; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; sodium cyanoborohydride; magnesium sulfate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; palladium on activated charcoal; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In tetrahydrofuran; 1,4-dioxane; methanol; ethyl acetate; N,N-dimethyl-formamide; toluene; 7.1: Pomeranz-Fritsch cyclization;
DOI:10.1021/ja050203t