(1S,3R)-(-)-methyl 2-benzyl-3-methoxycarbonyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionate

Base Information

• Chemical Name: (1S,3R)-(-)-methyl 2-benzyl-3-methoxycarbonyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionate
• CAS No.: 84094-74-6
• Molecular Formula: C₂₄H₂₆N₂O₄
• Molecular Weight: 406.481
• Mol file: 84094-74-6.mol

Synonyms:(1S,3R)-(-)-methyl 2-benzyl-3-methoxycarbonyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionate

Chemical Property of (1S,3R)-(-)-methyl 2-benzyl-3-methoxycarbonyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3R)-(-)-methyl 2-benzyl-3-methoxycarbonyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionate

There total 17 articles about (1S,3R)-(-)-methyl 2-benzyl-3-methoxycarbonyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionate 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%

4-oxobutanoic acid methyl ester (13865-19-5) + D-(+)-Nbbenzyltryptophan methyl ester (63229-68-5,73327-10-3,84094-71-3) → (1S,3R)-(-)-methyl 2-benzyl-3-methoxycarbonyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionate (84094-74-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 72h; Ambient temperature;

DOI:10.1016/S0040-4039(97)01603-1

Reference yield: 90.0%

cis-(1R,3R)-(+)-2-benzyl-3-(methoxycarbonyl)-1-<(methoxycarbonyl)ethyl>-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole (84094-75-7) → (1S,3R)-(-)-methyl 2-benzyl-3-methoxycarbonyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionate (84094-74-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 240h; Ambient temperature;

DOI:10.1021/jo951170a

Reference yield: 86.0%

methyl 4,4-dimethoxybutanoate (4220-66-0) + D-(+)-Nbbenzyltryptophan methyl ester (63229-68-5,73327-10-3,84094-71-3) → (1S,3R)-(-)-methyl 2-benzyl-3-methoxycarbonyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionate (84094-74-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 72h; optical yield given as %de; diastereoselective reaction;

DOI:10.1002/chem.200901797

upstream raw materials:

diazomethane

(1S,3R)-(-)-2-benzyl-3-carboxy-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionic acid

(1S,3R)-(-)-2-benzyl-3-methoxycarbonyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionic acid

(-)-2-benzyl-3-methoxycarbonyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionic acid

Downstream raw materials:

(6S,10S)-(-)-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cycloocta[b]indole

C₂₁H₂₀N₂O₂

alstonisine

C₂₁H₁₈N₂O₂