(4R,5S,6R)-4-Benzyl-1-(3-nitro-benzyl)-6-phenethyl-5-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyrimidin-2-one

Base Information

• Chemical Name: (4R,5S,6R)-4-Benzyl-1-(3-nitro-benzyl)-6-phenethyl-5-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyrimidin-2-one
• CAS No.: 219941-09-0
• Molecular Formula: C₃₁H₃₅N₃O₅
• Molecular Weight: 529.636
• Mol file: 219941-09-0.mol

Synonyms:(4R,5S,6R)-4-Benzyl-1-(3-nitro-benzyl)-6-phenethyl-5-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyrimidin-2-one

Chemical Property of (4R,5S,6R)-4-Benzyl-1-(3-nitro-benzyl)-6-phenethyl-5-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyrimidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5S,6R)-4-Benzyl-1-(3-nitro-benzyl)-6-phenethyl-5-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyrimidin-2-one

There total 8 articles about (4R,5S,6R)-4-Benzyl-1-(3-nitro-benzyl)-6-phenethyl-5-(tetrahydro-pyran-2-yloxy)-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:

Acetic acid (4R,5S,6S,7R)-4,7-dibenzyl-6-hydroxy-2-oxo-[1,3]diazepan-5-yl ester (179894-02-1) → (4R,5S,6R)-4-Benzyl-1-(3-nitro-benzyl)-6-phenethyl-5-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyrimidin-2-one (219941-09-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.9 g / DAST / CH₂Cl₂ / 0.5 h / 0 °C

2: 900 mg / HBr gas / dioxane / 0.33 h / Ambient temperature

3: KOH / methanol / Ambient temperature

4: 6.3 g / H₂ / 10 percent Pd/C / tetrahydrofuran; methanol / 3 h / 2585.74 Torr / Ambient temperature

5: 7.8 g / TsOH*H₂O / CHCl₃ / Ambient temperature

6: 100 mg / t-BuOK / tetrahydrofuran

With potassium hydroxide; potassium tert-butylate; hydrogen bromide; hydrogen; toluene-4-sulfonic acid; 4,4'-diaminostilbene-2,2'-disulfonic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform;

DOI:10.1021/jm9803626

Reference yield:

(4R,5S,6R,7R)-1,3-diaza-4,7-bis-(phenylmethyl)-5-(acetyloxy)-bicyclo<4.1.0>heptan-2-one (188978-55-4) → (4R,5S,6R)-4-Benzyl-1-(3-nitro-benzyl)-6-phenethyl-5-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyrimidin-2-one (219941-09-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 900 mg / HBr gas / dioxane / 0.33 h / Ambient temperature

2: KOH / methanol / Ambient temperature

3: 6.3 g / H₂ / 10 percent Pd/C / tetrahydrofuran; methanol / 3 h / 2585.74 Torr / Ambient temperature

4: 7.8 g / TsOH*H₂O / CHCl₃ / Ambient temperature

5: 100 mg / t-BuOK / tetrahydrofuran

With potassium hydroxide; potassium tert-butylate; hydrogen bromide; hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; chloroform;

DOI:10.1021/jm9803626

Reference yield:

(4S,5S,6R)-tetrahydro-5-(acetyloxy)-4-(1S-bromo-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone (210635-12-4) → (4R,5S,6R)-4-Benzyl-1-(3-nitro-benzyl)-6-phenethyl-5-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyrimidin-2-one (219941-09-0)

Guidance literature:

Multi-step reaction with 4 steps

1: KOH / methanol / Ambient temperature

2: 6.3 g / H₂ / 10 percent Pd/C / tetrahydrofuran; methanol / 3 h / 2585.74 Torr / Ambient temperature

3: 7.8 g / TsOH*H₂O / CHCl₃ / Ambient temperature

4: 100 mg / t-BuOK / tetrahydrofuran

With potassium hydroxide; potassium tert-butylate; hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; chloroform;

DOI:10.1021/jm9803626

upstream raw materials:

3-Nitrobenzyl chloride

(4R,5R,6R)-tetrahydro-5-(tetrahydropyran-2-yl-oxy)-4-(2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone

3,4-dihydro-2H-pyran

Acetic acid (4R,5S,6S,7R)-4,7-dibenzyl-6-hydroxy-2-oxo-[1,3]diazepan-5-yl ester