(4aR^*,5S^*,6S^*,7S^*)-2-benzyl-7-((2'-ethylhexanoyl)oxy)-3,4,4a,5,6,7-hexahydro-6-methoxy-5-((methoxymethoxy)methyl)-1(2H)-isoquinolone

Base Information

• Chemical Name: (4aR^*,5S^*,6S^*,7S^*)-2-benzyl-7-((2'-ethylhexanoyl)oxy)-3,4,4a,5,6,7-hexahydro-6-methoxy-5-((methoxymethoxy)methyl)-1(2H)-isoquinolone
• CAS No.: 96648-93-0
• Molecular Formula: C₂₈H₄₁NO₆
• Molecular Weight: 487.637

Synonyms:(4aR^*,5S^*,6S^*,7S^*)-2-benzyl-7-((2'-ethylhexanoyl)oxy)-3,4,4a,5,6,7-hexahydro-6-methoxy-5-((methoxymethoxy)methyl)-1(2H)-isoquinolone

Chemical Property of (4aR^*,5S^*,6S^*,7S^*)-2-benzyl-7-((2'-ethylhexanoyl)oxy)-3,4,4a,5,6,7-hexahydro-6-methoxy-5-((methoxymethoxy)methyl)-1(2H)-isoquinolone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aR^*,5S^*,6S^*,7S^*)-2-benzyl-7-((2'-ethylhexanoyl)oxy)-3,4,4a,5,6,7-hexahydro-6-methoxy-5-((methoxymethoxy)methyl)-1(2H)-isoquinolone

There total 3 articles about (4aR^*,5S^*,6S^*,7S^*)-2-benzyl-7-((2'-ethylhexanoyl)oxy)-3,4,4a,5,6,7-hexahydro-6-methoxy-5-((methoxymethoxy)methyl)-1(2H)-isoquinolone 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: 98.0%

(4aR*,5S*,6S*,7S*)-2-benzyl-7-((2'-ethylhexanoyl)oxy)-3,4,4a,5,6,7-hexahydro-6-hydroxy-5-((methoxymethoxy)methyl)-1(2H)-isoquinolone (96648-92-9) + methyl iodide (74-88-4) → (4aR*,5S*,6S*,7S*)-2-benzyl-7-((2'-ethylhexanoyl)oxy)-3,4,4a,5,6,7-hexahydro-6-methoxy-5-((methoxymethoxy)methyl)-1(2H)-isoquinolone (96648-93-0)

Guidance literature:

With silver(l) oxide;

DOI:10.1021/ja00299a050

Reference yield:

(4aR*,5S*,6S*,7R*)-2-benzyl-3,4,4a,5,6,7-hexahydro-5-((methoxymethoxy)methyl)-6,7-oxy-1(2H)-isoquinolone (96648-91-8) → (4aR*,5S*,6S*,7S*)-2-benzyl-7-((2'-ethylhexanoyl)oxy)-3,4,4a,5,6,7-hexahydro-6-methoxy-5-((methoxymethoxy)methyl)-1(2H)-isoquinolone (96648-93-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / lithium 2-ethylhexanoate / 1,2-dimethoxy-ethane / 16 h / Heating

2: 98 percent / Ag₂O, CaSO₄ / 96 h / Ambient temperature

With calcium sulfate; lithium 2-ethylhexanoate; silver(l) oxide; In 1,2-dimethoxyethane;

DOI:10.1021/ja00254a036

Reference yield:

(4aR*,5S*)-2-benzyl-5-((methoxymethoxy)methyl)-3,4,4a,5-tetrahydro-1(2H)-isoquinolone (96648-90-7,109961-10-6) → (4aR*,5S*,6S*,7S*)-2-benzyl-7-((2'-ethylhexanoyl)oxy)-3,4,4a,5,6,7-hexahydro-6-methoxy-5-((methoxymethoxy)methyl)-1(2H)-isoquinolone (96648-93-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 14 h / 0 °C

2: 90 percent / lithium 2-ethylhexanoate / 1,2-dimethoxy-ethane / 16 h / Heating

3: 98 percent / Ag₂O, CaSO₄ / 96 h / Ambient temperature

With calcium sulfate; lithium 2-ethylhexanoate; 3-chloro-benzenecarboperoxoic acid; silver(l) oxide; In 1,2-dimethoxyethane; dichloromethane;

DOI:10.1021/ja00254a036

upstream raw materials:

(4aR^*,5S^*,6S^*,7S^*)-2-benzyl-7-((2'-ethylhexanoyl)oxy)-3,4,4a,5,6,7-hexahydro-6-hydroxy-5-((methoxymethoxy)methyl)-1(2H)-isoquinolone

methyl iodide

(4aR^*,5S^*,6S^*,7R^*)-2-benzyl-3,4,4a,5,6,7-hexahydro-5-((methoxymethoxy)methyl)-6,7-oxy-1(2H)-isoquinolone

(4aR^*,5S^*)-2-benzyl-5-((methoxymethoxy)methyl)-3,4,4a,5-tetrahydro-1(2H)-isoquinolone

Downstream raw materials:

2-Ethyl-hexanoic acid (4aR,5R,6R,7R)-2-benzyl-5-hydroxymethyl-6-methoxy-1-oxo-1,2,3,4,4a,5,6,7-octahydro-isoquinolin-7-yl ester

(4aS^*,5S^*,6S^*,7S^*,8aR^*)-2-benzyl-7-((2'-ethylhexanoyl)oxy)-6-methoxy-5-((methoxymethoxy)methyl)-3,4,4a,5,6,7,8,8a-octahydro-1(2H)-isoquinolone

(4aR^*,5S^*,6S^*,7S^*,8aS^*)-2-benzyl-7-((2'-ethylhexanoyl)oxy)-6-methoxy-5-((methoxymethoxy)methyl)-3,4,4a,5,6,7,8,8a-octahydro-1(2H)-isoquinolone

(+/-)-3-isoreserpine

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