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

Base Information

• Chemical Name: 4-N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methoxybenzaldehyde
• CAS No.: 199109-01-8
• Molecular Formula: C₃₃H₃₉NO₄
• Molecular Weight: 513.677

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

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

Chemical Property:

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

There total 6 articles about 4-N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methoxybenzaldehyde 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: 60.0%

4-fluorobenzaldehyde (459-57-4) + N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methanol (199108-75-3) → 4-N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methoxybenzaldehyde (199109-01-8)

Guidance literature:

N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methanol; With potassium tert-butylate; In N,N-dimethyl-formamide; at 25 ℃; for 0.5h;

4-fluorobenzaldehyde; In N,N-dimethyl-formamide; at 25 ℃; for 36h;

DOI:10.1021/jm9805541

Reference yield: 41.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methanol (199108-75-3) → 4-N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methoxybenzaldehyde (199109-01-8) + 4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(3R)-piperidinyloxy]benzaldehyde (199109-03-0)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 25 ℃; for 1h;

DOI:10.1021/jm9805541

Reference yield: 33.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(3R)-3-chloropiperidine (199108-87-7) → 4-N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methoxybenzaldehyde (199109-01-8) + 4-[N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(3R)-piperidinyloxy]benzaldehyde (199109-03-0)

Guidance literature:

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

DOI:10.1021/jm9805541

upstream raw materials:

4-hydroxy-benzaldehyde

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

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

4-fluorobenzaldehyde

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