4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(3R)-piperidinyloxy]benzaldehyde

Base Information

Chemical Name:4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(3R)-piperidinyloxy]benzaldehyde
CAS No.:199109-03-0
Molecular Formula:C₃₃H₃₉NO₄
Molecular Weight:513.677
Hs Code.:

Synonyms:4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(3R)-piperidinyloxy]benzaldehyde

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Chemical Property of 4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(3R)-piperidinyloxy]benzaldehyde

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Technology Process of 4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(3R)-piperidinyloxy]benzaldehyde

There total 5 articles about 4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(3R)-piperidinyloxy]benzaldehyde 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: 41.0%

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 199108-75-3
N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methanol

: 199109-01-8
4-N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methoxybenzaldehyde

: 199109-03-0
4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(3R)-piperidinyloxy]benzaldehyde

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 25 ℃; for 1h;
DOI:10.1021/jm9805541

Reference yield: 33.0%

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 199108-87-7
N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(3R)-3-chloropiperidine

: 199109-01-8
4-N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methoxybenzaldehyde

: 199109-03-0
4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(3R)-piperidinyloxy]benzaldehyde

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 2h;
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

: 199109-03-0
4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(3R)-piperidinyloxy]benzaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

2: 75 percent / 6 h / 120 °C

3: 40 percent / Ph₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 1 h / 25 °C

With di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1: mesylation / 2: Substitution / 3: Alkylation;
DOI:10.1021/jm9805541