(6R,7R)-tert-butyl 7-(3,4-dichlorophenyl)-6-((2-methoxyacetamido)methyl)-1,4-oxazepane-4-carboxylate

Base Information

• Chemical Name: (6R,7R)-tert-butyl 7-(3,4-dichlorophenyl)-6-((2-methoxyacetamido)methyl)-1,4-oxazepane-4-carboxylate
• CAS No.: 1372186-98-5
• Molecular Formula: C₂₀H₂₈Cl₂N₂O₅
• Molecular Weight: 447.359
• Mol file: 1372186-98-5.mol

Synonyms:(6R,7R)-tert-butyl 7-(3,4-dichlorophenyl)-6-((2-methoxyacetamido)methyl)-1,4-oxazepane-4-carboxylate

Chemical Property of (6R,7R)-tert-butyl 7-(3,4-dichlorophenyl)-6-((2-methoxyacetamido)methyl)-1,4-oxazepane-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R,7R)-tert-butyl 7-(3,4-dichlorophenyl)-6-((2-methoxyacetamido)methyl)-1,4-oxazepane-4-carboxylate

There total 12 articles about (6R,7R)-tert-butyl 7-(3,4-dichlorophenyl)-6-((2-methoxyacetamido)methyl)-1,4-oxazepane-4-carboxylate 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: 96.0%

Methoxyacetyl chloride (38870-89-2) + tert-butyl (6R,7R)-6-(aminomethyl)-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate (1372186-96-3) → (6R,7R)-tert-butyl 7-(3,4-dichlorophenyl)-6-((2-methoxyacetamido)methyl)-1,4-oxazepane-4-carboxylate (1372186-98-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmc.2016.05.038

Reference yield:

tert-butyl (6S,7R)-6-(azidomethyl)-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate (1372186-95-2) → (6R,7R)-tert-butyl 7-(3,4-dichlorophenyl)-6-((2-methoxyacetamido)methyl)-1,4-oxazepane-4-carboxylate (1372186-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; water / tetrahydrofuran / 10 - 35 °C

2: triethylamine / tetrahydrofuran / 1 h / 10 - 35 °C

With water; triethylamine; triphenylphosphine; In tetrahydrofuran; 1: Staudinger Reaction;

Reference yield:

tert-butyl (6S,7R)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate (1372189-39-3) → (6R,7R)-tert-butyl 7-(3,4-dichlorophenyl)-6-((2-methoxyacetamido)methyl)-1,4-oxazepane-4-carboxylate (1372186-98-5)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / tetrahydrofuran / 2 h / Cooling with ice

2: sodium azide / N,N-dimethyl-formamide / 70 °C

3: triphenylphosphine; water / tetrahydrofuran / 10 - 35 °C

4: triethylamine / tetrahydrofuran / 1 h / 10 - 35 °C

With sodium azide; water; triethylamine; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; 3: Staudinger Reaction;

upstream raw materials:

Methoxyacetyl chloride

tert-butyl (6R,7R)-6-(aminomethyl)-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate

tert-butyl (6S,7R)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate

tert-butyl (6S,7R)-7-(3,4-dichlorophenyl)-6-{[(methylsulfonyl)oxy]methyl}-1,4-oxazepane-4-carboxylate

Downstream raw materials:

N-(((6S,7R)-7-(3,4-dichlorophenyl)-1,4-oxazepan-6-yl)methyl)-2-methoxyacetamide hydrochloride