(1R,3S,6R,11aS)-7-Allyloxy-6-allyloxymethyl-1-hydroxy-3-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-8,10-dimethoxy-9-methyl-4-oxo-1,3,4,6,11,11a-hexahydro-pyrazino[1,2-b]isoquinoline-2-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(1R,3S,6R,11aS)-7-Allyloxy-6-allyloxymethyl-1-hydroxy-3-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-8,10-dimethoxy-9-methyl-4-oxo-1,3,4,6,11,11a-hexahydro-pyrazino[1,2-b]isoquinoline-2-carboxylic acid tert-butyl ester
CAS No.:866110-78-3
Molecular Formula:C₃₇H₅₀N₂O₁₁
Molecular Weight:698.811
Hs Code.:

(1R,3S,6R,11aS)-7-Allyloxy-6-allyloxymethyl-1-hydroxy-3-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-8,10-dimethoxy-9-methyl-4-oxo-1,3,4,6,11,11a-hexahydro-pyrazino[1,2-b]isoquinoline-2-carboxylic acid tert-butyl ester

Synonyms:(1R,3S,6R,11aS)-7-Allyloxy-6-allyloxymethyl-1-hydroxy-3-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-8,10-dimethoxy-9-methyl-4-oxo-1,3,4,6,11,11a-hexahydro-pyrazino[1,2-b]isoquinoline-2-carboxylic acid tert-butyl ester

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Chemical Property of (1R,3S,6R,11aS)-7-Allyloxy-6-allyloxymethyl-1-hydroxy-3-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-8,10-dimethoxy-9-methyl-4-oxo-1,3,4,6,11,11a-hexahydro-pyrazino[1,2-b]isoquinoline-2-carboxylic acid tert-butyl ester

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Technology Process of (1R,3S,6R,11aS)-7-Allyloxy-6-allyloxymethyl-1-hydroxy-3-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-8,10-dimethoxy-9-methyl-4-oxo-1,3,4,6,11,11a-hexahydro-pyrazino[1,2-b]isoquinoline-2-carboxylic acid tert-butyl ester

There total 11 articles about (1R,3S,6R,11aS)-7-Allyloxy-6-allyloxymethyl-1-hydroxy-3-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-8,10-dimethoxy-9-methyl-4-oxo-1,3,4,6,11,11a-hexahydro-pyrazino[1,2-b]isoquinoline-2-carboxylic acid tert-butyl ester 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:

: 866110-89-6
7-allyloxy-6-allyloxymethyl-3-[5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-benzyl]-1-hydroxy-8,10-dimethoxy-9-methyl-4-oxo-1,3,4,6,11,11a-hexahydro-pyrazino[1,2-b]isoquinoline-2-carboxylic acid tert-butyl ester

: 866110-78-3
(1R,3S,6R,11aS)-7-Allyloxy-6-allyloxymethyl-1-hydroxy-3-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-8,10-dimethoxy-9-methyl-4-oxo-1,3,4,6,11,11a-hexahydro-pyrazino[1,2-b]isoquinoline-2-carboxylic acid tert-butyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.583333h;
DOI:10.1021/ja0535918

Reference yield:

: (S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-((R)-1,2-diphenyl-ethyl)-1-hydroxymethyl-5,7-dimethoxy-6-methyl-1,2,3,4-tetrahydro-isoquinolin-8-ol

: 866110-78-3
(1R,3S,6R,11aS)-7-Allyloxy-6-allyloxymethyl-1-hydroxy-3-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-8,10-dimethoxy-9-methyl-4-oxo-1,3,4,6,11,11a-hexahydro-pyrazino[1,2-b]isoquinoline-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 69 percent / H₂ / Pd/C / ethanol / 3 h / 20 °C / 760 Torr

2.1: KHMDS / tetrahydrofuran; toluene / 0.75 h / -50 °C

2.2: tetrahydrofuran; toluene / 12 h / 20 °C

3.1: 42 mg / 2,6-lutidine; TMS-OTf / CH₂Cl₂ / 2 h / 20 °C

4.1: 123 mg / 2,6-lutidine / CH₂Cl₂ / 12 h / 20 °C

5.1: 86 mg / piperidine / CH₂Cl₂ / 6 h / 20 °C

6.1: 96 mg / ethanol / 12 h / 20 °C

7.1: 81 mg / aq. HCO₂H / tetrahydrofuran / 0.75 h / 20 °C

8.1: 79 mg / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 2.5 h / 20 °C

9.1: 68 mg / TBAF / tetrahydrofuran / 0.58 h / 0 °C

With piperidine; 2,6-dimethylpyridine; formic acid; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; hydrogen; potassium hexamethylsilazane; sodium hydrogencarbonate; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1021/ja0535918

Reference yield:

: 866110-67-0
(1R,3S)-8-Allyloxy-1-allyloxymethyl-3-(tert-butyl-dimethyl-silanyloxymethyl)-5,7-dimethoxy-6-methyl-1,2,3,4-tetrahydro-isoquinoline

: 866110-78-3
(1R,3S,6R,11aS)-7-Allyloxy-6-allyloxymethyl-1-hydroxy-3-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-8,10-dimethoxy-9-methyl-4-oxo-1,3,4,6,11,11a-hexahydro-pyrazino[1,2-b]isoquinoline-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 123 mg / 2,6-lutidine / CH₂Cl₂ / 12 h / 20 °C

2: 86 mg / piperidine / CH₂Cl₂ / 6 h / 20 °C

3: 96 mg / ethanol / 12 h / 20 °C

4: 81 mg / aq. HCO₂H / tetrahydrofuran / 0.75 h / 20 °C

5: 79 mg / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 2.5 h / 20 °C

6: 68 mg / TBAF / tetrahydrofuran / 0.58 h / 0 °C

With piperidine; 2,6-dimethylpyridine; formic acid; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ja0535918