(-)-3a-methylfuroindoline

Base Information

• Chemical Name: (-)-3a-methylfuroindoline
• CAS No.: 849360-69-6
• Molecular Formula: C₁₉H₁₉NO₃
• Molecular Weight: 309.365
• Mol file: 849360-69-6.mol

Synonyms:(-)-3a-methylfuroindoline

Chemical Property of (-)-3a-methylfuroindoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-3a-methylfuroindoline

There total 10 articles about (-)-3a-methylfuroindoline 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: 69.0%

(3aR,8aS)-3a-(2-Oxo-ethyl)-2,3,3a,8a-tetrahydro-furo[2,3-b]indole-8-carboxylic acid benzyl ester (849360-70-9) → (-)-3a-methylfuroindoline (849360-69-6)

Guidance literature:

With RhCl(PPh₃)3; In toluene; at 45 ℃;

DOI:10.1016/j.tetlet.2005.01.016

Reference yield: 29.0%

(3aS,8aS)-3a-Methylsulfanylthiocarboxyoxymethyl-2,3,3a,8a-tetrahydro-furo[2,3-b]indole-8-carboxylic acid benzyl ester (849360-68-5) → (-)-3a-methylfuroindoline (849360-69-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 80 ℃;

DOI:10.1016/j.tetlet.2005.01.016

Reference yield:

(3aR,8aS)-benzyl 3a-hydroxy-3,3a-dihydro-2H-furo[2,3-b]indole-8(8aH)-carboxylate (391612-42-3) → (-)-3a-methylfuroindoline (849360-69-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 97 percent / NaH / tetrahydrofuran / 0 - 20 °C

2.1: 87 percent / benzene / Irradiation

3.1: O₃ / CH₂Cl₂

3.2: 86 percent / Me₂S / CH₂Cl₂ / -78 - 20 °C

4.1: 69 percent / RhCl(PPh₃)3 / toluene / 45 °C

With RhCl(PPh₃)3; sodium hydride; ozone; In tetrahydrofuran; dichloromethane; toluene; benzene;

DOI:10.1016/j.tetlet.2005.01.016

upstream raw materials:

(3aR,8aS)-3a-(2-Oxo-ethyl)-2,3,3a,8a-tetrahydro-furo[2,3-b]indole-8-carboxylic acid benzyl ester

(3aS,8aS)-3a-Methylsulfanylthiocarboxyoxymethyl-2,3,3a,8a-tetrahydro-furo[2,3-b]indole-8-carboxylic acid benzyl ester

(3aR,8aS)-benzyl 3a-hydroxy-3,3a-dihydro-2H-furo[2,3-b]indole-8(8aH)-carboxylate

(3aS,8aS)-3a-Hydroxymethyl-2,3,3a,8a-tetrahydro-furo[2,3-b]indole-8-carboxylic acid benzyl ester

Downstream raw materials:

(3aS,8aS)-3a-Methyl-3,3a,8,8a-tetrahydro-2H-furo[2,3-b]indole