(4S,5S,6R)-tetrahydro-5-(acetyloxy)-4-(1S-bromo-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone

Base Information

• Chemical Name: (4S,5S,6R)-tetrahydro-5-(acetyloxy)-4-(1S-bromo-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone
• CAS No.: 210635-12-4
• Molecular Formula: C₂₁H₂₃BrN₂O₃
• Molecular Weight: 431.329
• Mol file: 210635-12-4.mol

Synonyms:(4S,5S,6R)-tetrahydro-5-(acetyloxy)-4-(1S-bromo-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone

Chemical Property of (4S,5S,6R)-tetrahydro-5-(acetyloxy)-4-(1S-bromo-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5S,6R)-tetrahydro-5-(acetyloxy)-4-(1S-bromo-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone

There total 2 articles about (4S,5S,6R)-tetrahydro-5-(acetyloxy)-4-(1S-bromo-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone 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,6R,7R)-1,3-diaza-4,7-bis-(phenylmethyl)-5-(acetyloxy)-bicyclo<4.1.0>heptan-2-one (188978-55-4) → (4S,5S,6R)-tetrahydro-5-(acetyloxy)-4-(1S-bromo-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone (210635-12-4)

Guidance literature:

With hydrogen bromide; In 1,4-dioxane; 1) ice-bath, 10 min; 2) rt, 20 min;

DOI:10.1021/jo980533e

Reference yield:

Acetic acid (4R,5S,6S,7R)-4,7-dibenzyl-6-hydroxy-2-oxo-[1,3]diazepan-5-yl ester (179894-02-1) → (4S,5S,6R)-tetrahydro-5-(acetyloxy)-4-(1S-bromo-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone (210635-12-4)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With hydrogen bromide; 4,4'-diaminostilbene-2,2'-disulfonic acid; In 1,4-dioxane; dichloromethane;

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,5R,6R)-tetrahydro-5-hydroxy-4-(2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone (189818-21-1)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / methanol / Ambient temperature

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

With potassium hydroxide; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1021/jm9803626

upstream raw materials:

(4R,5S,6R,7R)-1,3-diaza-4,7-bis-(phenylmethyl)-5-(acetyloxy)-bicyclo<4.1.0>heptan-2-one

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

Downstream raw materials:

(4R,5S,6R)-tetrahydro-5-(hydroxy)-4-(β-styrene)-6-(phenylmethyl)-2(1H)-pyrimidinone

(4R,5R,6R)-tetrahydro-5-(acetyloxy)-4-(2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone

(4R,5R,6R)-tetrahydro-5-hydroxy-4-(2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone

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