3-allyl-1-benzyl-3-(hydroxymethyl)-5-methoxy-2-oxo-2,3-dihydroindole

Base Information

• Chemical Name: 3-allyl-1-benzyl-3-(hydroxymethyl)-5-methoxy-2-oxo-2,3-dihydroindole
• CAS No.: 1229649-08-4
• Molecular Formula: C₂₀H₂₁NO₃
• Molecular Weight: 323.392
• Mol file: 1229649-08-4.mol

Synonyms:3-allyl-1-benzyl-3-(hydroxymethyl)-5-methoxy-2-oxo-2,3-dihydroindole

Chemical Property of 3-allyl-1-benzyl-3-(hydroxymethyl)-5-methoxy-2-oxo-2,3-dihydroindole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-allyl-1-benzyl-3-(hydroxymethyl)-5-methoxy-2-oxo-2,3-dihydroindole

There total 3 articles about 3-allyl-1-benzyl-3-(hydroxymethyl)-5-methoxy-2-oxo-2,3-dihydroindole 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%

1-benzyl-5-methoxyspiro[indoline-3,2′-oxiran]-2-one + allyl-trimethyl-silane (762-72-1) → 3-allyl-1-benzyl-3-(hydroxymethyl)-5-methoxy-2-oxo-2,3-dihydroindole (1229649-08-4)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In acetonitrile; at 0 ℃; for 1.5h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.7b00420

Reference yield: 61.0%

phenyl 3-allyl-1-benzyl-5-methoxy-2-oxo-2,3-dihydroindole carboxylate (1229649-07-3) → 3-allyl-1-benzyl-3-(hydroxymethyl)-5-methoxy-2-oxo-2,3-dihydroindole (1229649-08-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/j.tet.2010.03.047

Reference yield: 39.0%

methanol (67-56-1) + phenyl 3-allyl-1-benzyl-5-methoxy-2-oxo-2,3-dihydroindole carboxylate (1229649-07-3) → 3-allyl-1-benzyl-3-(hydroxymethyl)-5-methoxy-2-oxo-2,3-dihydroindole (1229649-08-4) + methyl 3-allyl-1-benzyl-5-methoxy-2-oxo-2,3-dihydroindole-3-carboxylate (1229649-09-5)

Guidance literature:

With sodium tetrahydroborate; calcium chloride; at 0 - 20 ℃;

DOI:10.1016/j.tet.2010.03.047

upstream raw materials:

methanol

phenyl 3-allyl-1-benzyl-5-methoxy-2-oxo-2,3-dihydroindole carboxylate

allyl-trimethyl-silane

Downstream raw materials:

1-benzyl-3-(2,3-dihydroxypropyl)-3-(hydroxymethyl)-5-methoxy-2-oxo-2,3-dihydroindole