3-Amino-1-(benzyloxycarbonyl)-4-hydroxyhexahydro-1H-azepine

Base Information

• Chemical Name: 3-Amino-1-(benzyloxycarbonyl)-4-hydroxyhexahydro-1H-azepine
• CAS No.: 150989-60-9
• Molecular Formula: C₁₄H₂₀N₂O₃
• Molecular Weight: 264.324
• Mol file: 150989-60-9.mol

Synonyms:3-Amino-1-(benzyloxycarbonyl)-4-hydroxyhexahydro-1H-azepine

Chemical Property of 3-Amino-1-(benzyloxycarbonyl)-4-hydroxyhexahydro-1H-azepine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Amino-1-(benzyloxycarbonyl)-4-hydroxyhexahydro-1H-azepine

There total 10 articles about 3-Amino-1-(benzyloxycarbonyl)-4-hydroxyhexahydro-1H-azepine 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: 48.0%

8-oxo-3-azabicyclo[5.1.0]octane-3-carboxylic acid benzyl ester (150989-59-6) → 4(R,S)-amino-3(R,S)-hydroxyazepane-1-carboxylic acid benzyl ester (150989-61-0) + 3-Amino-1-(benzyloxycarbonyl)-4-hydroxyhexahydro-1H-azepine (150989-60-9)

Guidance literature:

With ammonium hydroxide; In 1,4-dioxane; at 100 ℃; for 24h; Yield given;

Reference yield: 45.0%

benzyl 3-azido-4-hydroxyazepane-1-carboxylate → 3-Amino-1-(benzyloxycarbonyl)-4-hydroxyhexahydro-1H-azepine (150989-60-9)

Guidance literature:

With water; triphenylphosphine; In tetrahydrofuran; for 72h; Reflux;

Reference yield:

1,5,6,7-Tetrahydro-2H-azepin-2-one (2228-79-7) → 3-Amino-1-(benzyloxycarbonyl)-4-hydroxyhexahydro-1H-azepine (150989-60-9)

Guidance literature:

Multi-step reaction with 4 steps

1: conc. H₂SO₄, LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

2: 2) Et₃N / CHCl₃ / 12 h / 0 - 4 °C

3: 65 percent / m-chloroperbenzoic acid (m-CPBA) / CH₂Cl₂ / 48 h / 0 - 4 °C

4: 48 percent / liq. NH₃, conc. ammonia / dioxane / 24 h / 100 °C

With ammonium hydroxide; lithium aluminium tetrahydride; sulfuric acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform;

upstream raw materials:

8-oxo-3-azabicyclo[5.1.0]octane-3-carboxylic acid benzyl ester

1,5,6,7-Tetrahydro-2H-azepin-2-one

cyclohex-2-enone oxime

2,5,6,7-Tetrahydro-1H-azepine

Downstream raw materials:

benzyl 4-hydroxy-3-picolinamidoazepane-1-carboxylate