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

Base Information

• Chemical Name: tert-butyl (6R,7R)-6-(aminomethyl)-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate
• CAS No.: 1372186-96-3
• Molecular Formula: C₁₇H₂₄Cl₂N₂O₃
• Molecular Weight: 375.295
• Mol file: 1372186-96-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 15 articles about tert-butyl (6R,7R)-6-(aminomethyl)-7-(3,4-dichlorophenyl)-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: 92.0%

tert-butyl (6S,7R)-6-(azidomethyl)-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate (1372186-95-2) → tert-butyl (6R,7R)-6-(aminomethyl)-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate (1372186-96-3)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1016/j.bmc.2015.05.017

Reference yield:

tert-butyl (6S,7R)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate (1372189-39-3) → tert-butyl (6R,7R)-6-(aminomethyl)-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate (1372186-96-3)

Guidance literature:

Multi-step reaction with 3 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

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

Reference yield:

tert-butyl (6S,7R)-7-(3,4-dichlorophenyl)-6-{[(methylsulfonyl)oxy]methyl}-1,4-oxazepane-4-carboxylate (1372186-92-9) → tert-butyl (6R,7R)-6-(aminomethyl)-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate (1372186-96-3)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With sodium azide; water; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; 2: Staudinger Reaction;

upstream raw materials:

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

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

3,4-dichlorobenzaldehyde

Downstream raw materials:

tert-butyl (6R,7R)-6-[(acetylamino)methyl]-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate

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

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

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