tert-butyl (6R,7R)-7-(4-chloro-3-fluorophenyl)-6-[({[(2H³)methyloxy]acetyl}amino)methyl]-1,4-oxazepane-4-carboxylate

Base Information

• Chemical Name: tert-butyl (6R,7R)-7-(4-chloro-3-fluorophenyl)-6-[({[(2H³)methyloxy]acetyl}amino)methyl]-1,4-oxazepane-4-carboxylate
• CAS No.: 1372189-12-2
• Molecular Formula: C₂₀H₂₈ClFN₂O₅
• Molecular Weight: 433.88

Synonyms:tert-butyl (6R,7R)-7-(4-chloro-3-fluorophenyl)-6-[({[(2H³)methyloxy]acetyl}amino)methyl]-1,4-oxazepane-4-carboxylate

Chemical Property of tert-butyl (6R,7R)-7-(4-chloro-3-fluorophenyl)-6-[({[(2H³)methyloxy]acetyl}amino)methyl]-1,4-oxazepane-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of tert-butyl (6R,7R)-7-(4-chloro-3-fluorophenyl)-6-[({[(2H³)methyloxy]acetyl}amino)methyl]-1,4-oxazepane-4-carboxylate

There total 17 articles about tert-butyl (6R,7R)-7-(4-chloro-3-fluorophenyl)-6-[({[(2H³)methyloxy]acetyl}amino)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: 84.0%

(6R,7R)-tert-butyl 6-(aminomethyl)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepane-4-carboxylate (1372187-09-1) + 2-methoxy-D3-acetic acid (345910-00-1) → tert-butyl (6R,7R)-7-(4-chloro-3-fluorophenyl)-6-[({[(2H3)methyloxy]acetyl}amino)methyl]-1,4-oxazepane-4-carboxylate (1372189-12-2)

Guidance literature:

With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/j.bmc.2016.05.038

Reference yield:

tert-butyl (6S,7R)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate (1372189-41-7) → tert-butyl (6R,7R)-7-(4-chloro-3-fluorophenyl)-6-[({[(2H3)methyloxy]acetyl}amino)methyl]-1,4-oxazepane-4-carboxylate (1372189-12-2)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / tetrahydrofuran / 3 h / Cooling with ice

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

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

4: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / tetrahydrofuran

With sodium azide; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; 3: Staudinger Reaction;

Reference yield:

(6S,7R)-tert-butyl 6-(azidomethyl)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepane-4-carboxylate (1372187-08-0) → tert-butyl (6R,7R)-7-(4-chloro-3-fluorophenyl)-6-[({[(2H3)methyloxy]acetyl}amino)methyl]-1,4-oxazepane-4-carboxylate (1372189-12-2)

Guidance literature:

Multi-step reaction with 2 steps

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

2: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / tetrahydrofuran

With water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; In tetrahydrofuran; 1: Staudinger Reaction;

upstream raw materials:

3-Chloro-4-fluorobenzaldehyde

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

(6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((methylsulfonyloxy)methyl)-1,4-oxazepane-4-carboxylate

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

Downstream raw materials:

N-{[(6S,7R)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepan-6-yl]methyl}-2-[(2H³)methyloxy]acetamide hydrochloride

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