4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methoxy]aniline

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Chemical Name:4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methoxy]aniline
CAS No.:199109-29-0
Molecular Formula:C₃₂H₄₀N₂O₃
Molecular Weight:500.681
Hs Code.:

Synonyms:4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methoxy]aniline

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Chemical Property of 4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methoxy]aniline

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Technology Process of 4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methoxy]aniline

There total 5 articles about 4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methoxy]aniline 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%

: 199109-24-5
4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methoxy]nitrobenzene

: 199109-29-0
4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methoxy]aniline

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 25 ℃; for 6h; under 3102.89 Torr;
DOI:10.1021/jm9805541

Reference yield:

: 100-02-7,78813-13-5,89830-32-0
4-nitro-phenol

: 199109-29-0
4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methoxy]aniline

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.5 h / 25 °C

1.2: 81 percent / dimethylformamide / 2 h / 25 °C

2.1: 91 percent / H₂ / 10 percent Pd/C / ethyl acetate / 6 h / 25 °C / 3102.89 Torr

With hydrogen; sodium hydride; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Substitution / 2.1: Catalytic hydrogenation;
DOI:10.1021/jm9805541

Reference yield:

: 171270-07-8
(6-Benzyloxy-3,4-dihydro-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methanol

: 199109-29-0
4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methoxy]aniline

Guidance literature:: Multi-step reaction with 4 steps

1.1: 90 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

2.1: 75 percent / 6 h / 120 °C

3.1: NaH / dimethylformamide / 0.5 h / 25 °C

3.2: 81 percent / dimethylformamide / 2 h / 25 °C

4.1: 91 percent / H₂ / 10 percent Pd/C / ethyl acetate / 6 h / 25 °C / 3102.89 Torr

With hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1.1: mesylation / 2.1: Substitution / 3.1: Metallation / 3.2: Substitution / 4.1: Catalytic hydrogenation;
DOI:10.1021/jm9805541