(3R,4'S)-2-benzyl-5-bromo-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4,4-dimethoxy-2,3,4,7-tetrahydro-1,2-oxazepine

Base Information

• Chemical Name: (3R,4'S)-2-benzyl-5-bromo-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4,4-dimethoxy-2,3,4,7-tetrahydro-1,2-oxazepine
• CAS No.: 869367-96-4
• Molecular Formula: C₁₉H₂₆BrNO₅
• Molecular Weight: 428.323
• Mol file: 869367-96-4.mol

Synonyms:(3R,4'S)-2-benzyl-5-bromo-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4,4-dimethoxy-2,3,4,7-tetrahydro-1,2-oxazepine

Chemical Property of (3R,4'S)-2-benzyl-5-bromo-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4,4-dimethoxy-2,3,4,7-tetrahydro-1,2-oxazepine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4'S)-2-benzyl-5-bromo-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4,4-dimethoxy-2,3,4,7-tetrahydro-1,2-oxazepine

There total 2 articles about (3R,4'S)-2-benzyl-5-bromo-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4,4-dimethoxy-2,3,4,7-tetrahydro-1,2-oxazepine 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: 53.0%

(5R,4'S)-4-benzyl-7,7-dibromo-5-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-6-methoxy-3-oxa-4-azabicyclo[4.1.0]heptane (869367-94-2) + methanol (67-56-1) → (3R,4'S)-2-benzyl-5-bromo-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4,4-dimethoxy-2,3,4,7-tetrahydro-1,2-oxazepine (869367-96-4)

Guidance literature:

With potassium carbonate; for 20h; Heating;

DOI:10.1055/s-2005-872667

Reference yield:

(3R,4'S)-2-benzyl-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine (227622-64-2) → (3R,4'S)-2-benzyl-5-bromo-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4,4-dimethoxy-2,3,4,7-tetrahydro-1,2-oxazepine (869367-96-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / KF; aq. NaOH; Et₃BnCl / 48 h / 20 °C

2: 53 percent / K₂CO₃ / 20 h / Heating

With potassium fluoride; sodium hydroxide; potassium carbonate;

DOI:10.1055/s-2005-872667

Reference yield: 95.0%

(3R,4'S)-2-benzyl-5-bromo-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4,4-dimethoxy-2,3,4,7-tetrahydro-1,2-oxazepine (869367-96-4) + phenylacetylene (536-74-3) → (3R,4'S)-2-benzyl-4,4-dimethoxy-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-5-phenylethynyl-2,3,4,7-tetrahydro[1,2]oxazepine

Guidance literature:

With copper(l) iodide; diisopropylamine; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; at 20 ℃; for 10h;

DOI:10.1055/s-2005-872667

upstream raw materials:

(5R,4'S)-4-benzyl-7,7-dibromo-5-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-6-methoxy-3-oxa-4-azabicyclo[4.1.0]heptane

methanol

(3R,4'S)-2-benzyl-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine

Downstream raw materials:

(3R,4'S)-3-{2-benzyl-4,4-dimethoxy-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-2,3,4,7-tetrahydro[1,2]oxazepin-5-yl}acrylic acid methyl ester