(R)-(+)-8-hydroxy-7-iodo-3-methyl-1-(4'-azidophenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine

Base Information

• Chemical Name: (R)-(+)-8-hydroxy-7-iodo-3-methyl-1-(4'-azidophenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine
• CAS No.: 123356-68-3
• Molecular Formula: C₁₇H₁₇IN₄O
• Molecular Weight: 420.253
• Mol file: 123356-68-3.mol

Synonyms:

Chemical Property of (R)-(+)-8-hydroxy-7-iodo-3-methyl-1-(4'-azidophenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(+)-8-hydroxy-7-iodo-3-methyl-1-(4'-azidophenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine

There total 8 articles about (R)-(+)-8-hydroxy-7-iodo-3-methyl-1-(4'-azidophenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine 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:

(R)-(+)-8-hydroxy-3-methyl-1-(4'-azidophenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine (123356-66-1) → (R)-(+)-8-hydroxy-7-iodo-3-methyl-1-(4'-azidophenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine (123356-68-3)

Guidance literature:

With Iodine monochloride; In acetic acid; for 1h; Yield given; Ambient temperature;

DOI:10.1021/jm00164a009

Reference yield:

p-Nitrophenyloxirane (6388-74-5,38201-14-8,71884-55-4) → (R)-(+)-8-hydroxy-7-iodo-3-methyl-1-(4'-azidophenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine (123356-68-3)

Guidance literature:

Multi-step reaction with 8 steps

1: 65 percent / tetrahydrofuran / 24 h / Heating

2: 91 percent / PPA / 2 h / 100 °C

3: 92 percent / 88percent formic acid / H₂O / 24 h / Heating

5: hydrazine hydrate, Raney nickel / ethanol / 50 - 55 °C

6: 86 percent / 48percent HBr / H₂O / 10 h / 110 °C

7: 1.) conc. H₂SO₄, sodium nitrite, 2.) sodium azide / 1.) water, 0 deg C, 15 min, 2.) 0 deg C, 2 h

8: iodine monochloride / acetic acid / 1 h / Ambient temperature

With formic acid; sodium azide; sulfuric acid; hydrogen bromide; Iodine monochloride; nickel; hydrazine hydrate; sodium nitrite; In tetrahydrofuran; ethanol; water; acetic acid;

DOI:10.1021/jm00164a009

Reference yield:

α-<methyl>-4-nitrobenzyl alcohol (116351-49-6) → (R)-(+)-8-hydroxy-7-iodo-3-methyl-1-(4'-azidophenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine (123356-68-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 91 percent / PPA / 2 h / 100 °C

2: 92 percent / 88percent formic acid / H₂O / 24 h / Heating

4: hydrazine hydrate, Raney nickel / ethanol / 50 - 55 °C

5: 86 percent / 48percent HBr / H₂O / 10 h / 110 °C

6: 1.) conc. H₂SO₄, sodium nitrite, 2.) sodium azide / 1.) water, 0 deg C, 15 min, 2.) 0 deg C, 2 h

7: iodine monochloride / acetic acid / 1 h / Ambient temperature

With formic acid; sodium azide; sulfuric acid; hydrogen bromide; Iodine monochloride; nickel; hydrazine hydrate; sodium nitrite; In ethanol; water; acetic acid;

DOI:10.1021/jm00164a009

upstream raw materials:

(R)-(+)-8-hydroxy-3-methyl-1-(4'-azidophenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine

p-Nitrophenyloxirane

α-<methyl>-4-nitrobenzyl alcohol

8-methoxy-1-(4'-nitrophenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine