(4R,5S,6R)-4-Benzyl-5-hydroxy-1,3-bis-naphthalen-2-ylmethyl-6-((E)-styryl)-tetrahydro-pyrimidin-2-one

Base Information

• Chemical Name: (4R,5S,6R)-4-Benzyl-5-hydroxy-1,3-bis-naphthalen-2-ylmethyl-6-((E)-styryl)-tetrahydro-pyrimidin-2-one
• CAS No.: 167937-46-4
• Molecular Formula: C₄₁H₃₆N₂O₂
• Molecular Weight: 588.749

Synonyms:(4R,5S,6R)-4-Benzyl-5-hydroxy-1,3-bis-naphthalen-2-ylmethyl-6-((E)-styryl)-tetrahydro-pyrimidin-2-one

Chemical Property of (4R,5S,6R)-4-Benzyl-5-hydroxy-1,3-bis-naphthalen-2-ylmethyl-6-((E)-styryl)-tetrahydro-pyrimidin-2-one

Chemical Property:

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Technology Process of (4R,5S,6R)-4-Benzyl-5-hydroxy-1,3-bis-naphthalen-2-ylmethyl-6-((E)-styryl)-tetrahydro-pyrimidin-2-one

There total 3 articles about (4R,5S,6R)-4-Benzyl-5-hydroxy-1,3-bis-naphthalen-2-ylmethyl-6-((E)-styryl)-tetrahydro-pyrimidin-2-one 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:

(4R,5S,6S,7R)-hexahydro-5-(mesyloxy)-6-hydroxy-1,3-bis-<2-naphthylmethyl>-4,7-bis--2H-1,3-diazepin-2-one (153181-88-5) → (4R,5S,6R)-4-Benzyl-5-hydroxy-1,3-bis-naphthalen-2-ylmethyl-6-((E)-styryl)-tetrahydro-pyrimidin-2-one (167937-46-4)

Guidance literature:

With sodium iodide; In N,N-dimethyl-formamide; 1) 80 deg C, 2 h; 2) 40 deg C, overnight;

DOI:10.1021/jo980533e

Reference yield:

(4R,5S,6S,7R)-4,7-Dibenzyl-5,6-dihydroxy-1,3-bis-naphthalen-2-ylmethyl-[1,3]diazepan-2-one (153244-86-1) → (4R,5S,6R)-4-Benzyl-5-hydroxy-1,3-bis-naphthalen-2-ylmethyl-6-((E)-styryl)-tetrahydro-pyrimidin-2-one (167937-46-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 420 mg / pyridine / 3 h / Ambient temperature

2: 50 mg / NaI / dimethylformamide / 40 - 80 °C

With pyridine; sodium iodide; In N,N-dimethyl-formamide;

DOI:10.1021/jm9803626

Reference yield:

Acetic acid (4R,5S,6S)-4-benzyl-6-((S)-1-bromo-2-phenyl-ethyl)-1,3-bis-naphthalen-2-ylmethyl-2-oxo-hexahydro-pyrimidin-5-yl ester (210635-08-8) → (4R,5S,6R)-4-Benzyl-5-hydroxy-1,3-bis-naphthalen-2-ylmethyl-6-((E)-styryl)-tetrahydro-pyrimidin-2-one (167937-46-4)

Guidance literature:

With potassium hydroxide; In methanol; for 1h; Ambient temperature;

DOI:10.1021/jo980533e DOI:10.1021/jm9803626

upstream raw materials:

Acetic acid (4R,5S,6S)-4-benzyl-6-((S)-1-bromo-2-phenyl-ethyl)-1,3-bis-naphthalen-2-ylmethyl-2-oxo-hexahydro-pyrimidin-5-yl ester

(4R,5S,6S,7R)-hexahydro-5-(mesyloxy)-6-hydroxy-1,3-bis-<2-naphthylmethyl>-4,7-bis--2H-1,3-diazepin-2-one

(4R,5S,6S,7R)-4,7-Dibenzyl-5,6-dihydroxy-1,3-bis-naphthalen-2-ylmethyl-[1,3]diazepan-2-one

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