(-)-(S)-2-benzylindoline

Base Information

• Chemical Name: (-)-(S)-2-benzylindoline
• CAS No.: 1361006-38-3
• Molecular Formula: C₁₅H₁₅N
• Molecular Weight: 209.291
• Mol file: 1361006-38-3.mol

Synonyms:(-)-(S)-2-benzylindoline

Chemical Property of (-)-(S)-2-benzylindoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(S)-2-benzylindoline

There total 6 articles about (-)-(S)-2-benzylindoline 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:

2-benzylindole (3377-72-8) → (+)-(R)-2-benzylindoline (1234333-46-0) + (-)-(S)-2-benzylindoline (1361006-38-3)

Guidance literature:

With C₂₈H₃₀N₂O₃; trichlorosilane; water; In chloroform; at 0 ℃; for 24h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/anie.201105341

Reference yield:

[2-(2-Oxo-3-phenyl-propyl)-phenyl]-carbamic acid tert-butyl ester (138343-84-7) → (+)-(R)-2-benzylindoline (1234333-46-0) + (-)-(S)-2-benzylindoline (1361006-38-3)

Guidance literature:

With (S)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(diphenylphosphine); palladium(II) trifluoroacetate; hydrogen; toluene-4-sulfonic acid; In 2,2,2-trifluoroethanol; acetone; at 70 ℃; for 24h; under 36201.3 Torr; Reagent/catalyst; Temperature; enantioselective reaction;

Reference yield:

indole (120-72-9) + benzyl bromide (100-39-0) → (-)-(S)-2-benzylindoline (1361006-38-3)

Guidance literature:

Multi-step reaction with 2 steps

1: norbornene; potassium carbonate; palladium diacetate / water; N,N-dimethyl-formamide / 14 h / 70 °C / Schlenk technique; Inert atmosphere

2: hydrogenchloride; chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S,R)-ZhaoPhos; acetic acid; hydrogen / dichloromethane / 48 h / 25 °C / 30402 Torr / Autoclave

With hydrogenchloride; chloro(1,5-cyclooctadiene)rhodium(I) dimer; norbornene; (S,R)-ZhaoPhos; hydrogen; palladium diacetate; potassium carbonate; acetic acid; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.8b00312

upstream raw materials:

2-benzylindole

indole

benzyl bromide

N-benzylindole