(2R,3S,Z)-6-(4-(3-bromobenzyloxy)benzylidene)-3,4-dimethyl-2-phenyl-1,4-oxazepane-5,7-dione

Base Information

• Chemical Name: (2R,3S,Z)-6-(4-(3-bromobenzyloxy)benzylidene)-3,4-dimethyl-2-phenyl-1,4-oxazepane-5,7-dione
• CAS No.: 1237025-10-3
• Molecular Formula: C₂₇H₂₄BrNO₄
• Molecular Weight: 506.396
• Mol file: 1237025-10-3.mol

Synonyms:(2R,3S,Z)-6-(4-(3-bromobenzyloxy)benzylidene)-3,4-dimethyl-2-phenyl-1,4-oxazepane-5,7-dione

Chemical Property of (2R,3S,Z)-6-(4-(3-bromobenzyloxy)benzylidene)-3,4-dimethyl-2-phenyl-1,4-oxazepane-5,7-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,Z)-6-(4-(3-bromobenzyloxy)benzylidene)-3,4-dimethyl-2-phenyl-1,4-oxazepane-5,7-dione

There total 2 articles about (2R,3S,Z)-6-(4-(3-bromobenzyloxy)benzylidene)-3,4-dimethyl-2-phenyl-1,4-oxazepane-5,7-dione 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:

4-((3-bromobenzyl)oxy)benzaldehyde (588676-02-2) + (2R,3S)-3,4-dimethyl-2-phenylperhydro-1,4-oxazepine-5,7-dione (67376-72-1) → (2R,3S,Z)-6-(4-(3-bromobenzyloxy)benzylidene)-3,4-dimethyl-2-phenyl-1,4-oxazepane-5,7-dione (1237025-10-3) + (2R,3S,E)-6-(4-(3-bromobenzyloxy)benzylidene)-3,4-dimethyl-2-phenyl-1,4-oxazepane-5,7-dione

Guidance literature:

With pyridine; titanium tetrachloride; In tetrahydrofuran; at -55 - 20 ℃; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2010.04.019

Reference yield:

(2R,3S)-6-(4-(3-bromobenzyloxy)benzylidene)-3,4-dimethyl-2-phenyl-1,4-oxazepane-5,7-dione (1237025-07-8) → (2R,3S,Z)-6-(4-(3-bromobenzyloxy)benzylidene)-3,4-dimethyl-2-phenyl-1,4-oxazepane-5,7-dione (1237025-10-3)

Guidance literature:

In isopropyl alcohol; at 90 ℃; for 4.5h; optical yield given as %de; Inert atmosphere;

DOI:10.1016/j.tet.2010.04.019

Reference yield: 100.0%

(2R,3S,Z)-6-(4-(3-bromobenzyloxy)benzylidene)-3,4-dimethyl-2-phenyl-1,4-oxazepane-5,7-dione (1237025-10-3) + 1-propynylmagnesium bromide (16466-97-0,13254-27-8) → (2R,3S)-6-((S)-1-(4-(3-bromobenzyloxy)phenyl)but-2-ynyl)-3,4-dimethyl-2-phenyl-1,4-oxazepane-5,7-dione (1237025-13-6)

Guidance literature:

(2R,3S,Z)-6-(4-(3-bromobenzyloxy)benzylidene)-3,4-dimethyl-2-phenyl-1,4-oxazepane-5,7-dione; 1-propynylmagnesium bromide; In tetrahydrofuran; at -45 - 20 ℃; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; at 20 ℃; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2010.04.019

upstream raw materials:

4-((3-bromobenzyl)oxy)benzaldehyde

(2R,3S)-3,4-dimethyl-2-phenylperhydro-1,4-oxazepine-5,7-dione

(2R,3S)-6-(4-(3-bromobenzyloxy)benzylidene)-3,4-dimethyl-2-phenyl-1,4-oxazepane-5,7-dione

Downstream raw materials:

(2R,3S)-6-((S)-1-(4-(3-bromobenzyloxy)phenyl)but-2-ynyl)-3,4-dimethyl-2-phenyl-1,4-oxazepane-5,7-dione