trans-(1S,3R)-(-)-2-benzyl-3-ethoxycarbonyl-7-methoxy-1-methoxycarbonylethyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole

Base Information

• Chemical Name: trans-(1S,3R)-(-)-2-benzyl-3-ethoxycarbonyl-7-methoxy-1-methoxycarbonylethyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole
• CAS No.: 854931-43-4
• Molecular Formula: C₂₆H₃₀N₂O₅
• Molecular Weight: 450.535

Synonyms:trans-(1S,3R)-(-)-2-benzyl-3-ethoxycarbonyl-7-methoxy-1-methoxycarbonylethyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole

Chemical Property of trans-(1S,3R)-(-)-2-benzyl-3-ethoxycarbonyl-7-methoxy-1-methoxycarbonylethyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of trans-(1S,3R)-(-)-2-benzyl-3-ethoxycarbonyl-7-methoxy-1-methoxycarbonylethyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole

There total 5 articles about trans-(1S,3R)-(-)-2-benzyl-3-ethoxycarbonyl-7-methoxy-1-methoxycarbonylethyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole 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: 92.0%

2-benzylamino-3-(6-methoxy-1H-indol-3-yl)-propionic acid ethyl ester (854931-42-3) + 4-oxobutanoic acid methyl ester (13865-19-5) → trans-(1S,3R)-(-)-2-benzyl-3-ethoxycarbonyl-7-methoxy-1-methoxycarbonylethyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole (854931-43-4)

Guidance literature:

2-benzylamino-3-(6-methoxy-1H-indol-3-yl)-propionic acid ethyl ester; 4-oxobutanoic acid methyl ester; In dichloromethane; acetic acid; at 20 ℃;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2005.04.051

Reference yield:

cis-(1R,3R)-(-)-2-benzyl-3-ethoxycarbonyl-7-methoxy-1-methoxycarbonylethyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole (919282-26-1) → trans-(1S,3R)-(-)-2-benzyl-3-ethoxycarbonyl-7-methoxy-1-methoxycarbonylethyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole (854931-43-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

DOI:10.1021/np060391g

Reference yield:

2-benzylamino-3-(6-methoxy-1H-indol-3-yl)-propionic acid ethyl ester (854931-42-3) + 4-oxobutanoic acid methyl ester (13865-19-5) → trans-(1S,3R)-(-)-2-benzyl-3-ethoxycarbonyl-7-methoxy-1-methoxycarbonylethyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole (854931-43-4) + cis-(1R,3R)-(-)-2-benzyl-3-ethoxycarbonyl-7-methoxy-1-methoxycarbonylethyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole (919282-26-1)

Guidance literature:

In dichloromethane; acetic acid; at 20 ℃;

DOI:10.1016/j.tetlet.2005.04.051

upstream raw materials:

2-benzylamino-3-(6-methoxy-1H-indol-3-yl)-propionic acid ethyl ester

4-oxobutanoic acid methyl ester

cis-(1R,3R)-(-)-2-benzyl-3-ethoxycarbonyl-7-methoxy-1-methoxycarbonylethyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole

benzaldehyde

Downstream raw materials:

gardnutine

gardnerine

C₂₂H₂₂N₂O₂

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