1-((2'R)-3'-hydroxy-2-phenylspiro[benzo[d][1,3]oxazine-4,2'-indolin]-1'-yl)ethanone

Base Information

Chemical Name:1-((2'R)-3'-hydroxy-2-phenylspiro[benzo[d][1,3]oxazine-4,2'-indolin]-1'-yl)ethanone
CAS No.:1449135-20-9
Molecular Formula:C₂₃H₁₈N₂O₃
Molecular Weight:370.408
Hs Code.:

Synonyms:1-((2'R)-3'-hydroxy-2-phenylspiro[benzo[d][1,3]oxazine-4,2'-indolin]-1'-yl)ethanone

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Chemical Property of 1-((2'R)-3'-hydroxy-2-phenylspiro[benzo[d][1,3]oxazine-4,2'-indolin]-1'-yl)ethanone

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Technology Process of 1-((2'R)-3'-hydroxy-2-phenylspiro[benzo[d][1,3]oxazine-4,2'-indolin]-1'-yl)ethanone

There total 6 articles about 1-((2'R)-3'-hydroxy-2-phenylspiro[benzo[d][1,3]oxazine-4,2'-indolin]-1'-yl)ethanone 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: 91.0%

: 1449135-19-6
(2'R,3'R)-1'-acetyl-2-phenylspiro[benzo[d][1,3]oxazine-4,2'-indolin]-3'-yl nitrate

: 1449135-20-9
1-((2'R)-3'-hydroxy-2-phenylspiro[benzo[d][1,3]oxazine-4,2'-indolin]-1'-yl)ethanone

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 0.5h; under 760.051 Torr; Inert atmosphere;
DOI:10.1021/ol4020943

Reference yield:

: 1449134-97-7
N-(2-(1-acetyl-1H-indol-2-yl)phenyl)benzamide

: 1449135-20-9
1-((2'R)-3'-hydroxy-2-phenylspiro[benzo[d][1,3]oxazine-4,2'-indolin]-1'-yl)ethanone

Guidance literature:: Multi-step reaction with 3 steps

1: 1,3-dichloro-5,5-diphenylhydantoin; 1,4-bis-(9-O-dihydroquinidinyl)phthalazine / chloroform / -30 °C / Inert atmosphere; Schlenk technique

2: triethylamine; silver nitrate / acetone; water / 50 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / methanol / 0.5 h / 20 °C / 760.05 Torr / Inert atmosphere

With 1,4-bis-(9-O-dihydroquinidinyl)phthalazine; palladium 10% on activated carbon; 1,3-dichloro-5,5-diphenylhydantoin; hydrogen; silver nitrate; triethylamine; In methanol; chloroform; water; acetone;
DOI:10.1021/ol4020943

Reference yield:

: 58995-87-2
N-[2-(1H-indol-2-yl)phenyl]benzamide

: 1449135-20-9
1-((2'R)-3'-hydroxy-2-phenylspiro[benzo[d][1,3]oxazine-4,2'-indolin]-1'-yl)ethanone

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine; dmap / tetrahydrofuran / Inert atmosphere; Reflux

2: 1,3-dichloro-5,5-diphenylhydantoin; 1,4-bis-(9-O-dihydroquinidinyl)phthalazine / chloroform / -30 °C / Inert atmosphere; Schlenk technique

3: triethylamine; silver nitrate / acetone; water / 50 °C / Inert atmosphere

4: palladium 10% on activated carbon; hydrogen / methanol / 0.5 h / 20 °C / 760.05 Torr / Inert atmosphere

With dmap; 1,4-bis-(9-O-dihydroquinidinyl)phthalazine; palladium 10% on activated carbon; 1,3-dichloro-5,5-diphenylhydantoin; hydrogen; silver nitrate; triethylamine; In tetrahydrofuran; methanol; chloroform; water; acetone;
DOI:10.1021/ol4020943