(2R)-2α-Methylindoline

Base Information

• Chemical Name: (2R)-2α-Methylindoline
• CAS No.: 22160-13-0
• Molecular Formula: C9H11N
• Molecular Weight: 133.19000
• Mol file: 22160-13-0.mol

Synonyms:(R)-(+)-2-methylindoline;(R)-2-methylindoline;(2R)-2,3-dihydro-2-methyl-1H-Indole;(+)-(R)-2-methylindoline;(R)-2-Methyl-2,3-dihydro-1H-indole;

Chemical Property of (2R)-2α-Methylindoline

Chemical Property:

• PSA: 12.03000
• LogP: 2.18110

Purity/Quality:

99% ^*data from raw suppliers

(2R)-2-methyl-2,3-dihydro-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2R)-2α-Methylindoline

There total 8 articles about (2R)-2α-Methylindoline 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: 35.0%

2-isopropyl-4-nitrobenzenesulfonyl chloride + 2-methyl indoline (6872-06-6) → (S)-1-((2-isopropyl-4-nitrophenyl)sulfonyl)-2-methylindoline + (R)-1-((2-isopropyl-4-nitrophenyl)sulfonyl)-2-methylindoline + (R)-2-methyl-2,3-dihydro-1H-indole (22160-13-0)

Guidance literature:

With 4-(dimethylamino)-2-(5’-phenyl-3,5-bis(trifluoromethyl)-[1,1':3',1''-terphenyl]-2-yl)pyridine-N-oxide; N-ethyl-N,N-diisopropylamine; In toluene; at -78 ℃; for 3h; enantioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201700977

Reference yield: 28.0%

N-tosyl-L-prolyl chloride (54731-09-8,118776-39-9) + 2-methyl indoline (6872-06-6) → (R)-2-methyl-2,3-dihydro-1H-indole (22160-13-0) + (S)-(-)-2-methylindoline (22160-09-4) + N-[N'-tosyl-(2S)-propyl]-(2R)-2-methylindoline + N-[N'-tosyl-(2S)-propyl]-(2S)-2-methylindoline

Guidance literature:

In benzene; at 20 ℃; for 20h;

DOI:10.1016/S0957-4166(03)00321-5

Reference yield: 18.0%

(R)-2-phenoxypropionyl chloride (147851-69-2) + 2-methyl indoline (6872-06-6) → (2S,2'R)-2-methyl-N-(2'-phenoxypropionyl)indoline + (2R,2'R)-2-methyl-N-(2'-phenoxypropionyl)indoline + (R)-2-methyl-2,3-dihydro-1H-indole (22160-13-0) + (S)-(-)-2-methylindoline (22160-09-4)

Guidance literature:

In toluene; at 20 ℃; for 6h; Resolution of racemate;

DOI:10.1016/j.tetasy.2016.10.004

upstream raw materials:

2-methyl-1H-indole

N-tosyl-L-prolyl chloride

2-methyl indoline

(R)-2-phenoxypropionyl chloride

Downstream raw materials:

1-(chloroacetyl)-2-methylindoline

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