10-phenylsulfonylisobornyl 3-azido-2-bromo-3-phenylpropenoate

Base Information

• Chemical Name: 10-phenylsulfonylisobornyl 3-azido-2-bromo-3-phenylpropenoate
• CAS No.: 554450-43-0
• Molecular Formula: C₂₅H₂₆BrN₃O₄S
• Molecular Weight: 544.469
• Mol file: 554450-43-0.mol

Synonyms:10-phenylsulfonylisobornyl 3-azido-2-bromo-3-phenylpropenoate

Chemical Property of 10-phenylsulfonylisobornyl 3-azido-2-bromo-3-phenylpropenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 10-phenylsulfonylisobornyl 3-azido-2-bromo-3-phenylpropenoate

There total 8 articles about 10-phenylsulfonylisobornyl 3-azido-2-bromo-3-phenylpropenoate 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: 58.0%

10-phenylsulfonylisobornyl 3-oxo-3-phenyl-2-triphenylphosphoranylidenepropanoate (554450-42-9) → 10-phenylsulfonylisobornyl 3-azido-2-bromo-3-phenylpropenoate (554450-43-0)

Guidance literature:

With N-Bromosuccinimide; trimethylsilylazide; In dichloromethane; for 0.0833333h;

DOI:10.1016/S0040-4020(03)00248-5

Reference yield:

(1S)-10-camphorsulfonic acid (3144-16-9,61380-66-3) → 10-phenylsulfonylisobornyl 3-azido-2-bromo-3-phenylpropenoate (554450-43-0)

Guidance literature:

Multi-step reaction with 7 steps

1: NaBJ₄

2: pyridine; TsCl

3: 94 percent / CH₂Cl₂ / 12 h / 20 °C

4: 87 percent / toluene / 12 h / Heating

5: 81 percent / NEt₃ / tetrahydrofuran / 12 h / 20 °C

6: 58 percent / NBS; TMSN₃ / CH₂Cl₂ / 0.08 h

With pyridine; N-Bromosuccinimide; trimethylsilylazide; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/S0040-4020(03)00248-5

Reference yield:

(1S,5R,7R)-10,10-dimethyl-4-oxa-3-thiatricyclo[5.2.1.01,5]decane 3,3-dioxide (41348-33-8) → 10-phenylsulfonylisobornyl 3-azido-2-bromo-3-phenylpropenoate (554450-43-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / CH₂Cl₂ / 12 h / 20 °C

2: 87 percent / toluene / 12 h / Heating

3: 81 percent / NEt₃ / tetrahydrofuran / 12 h / 20 °C

4: 58 percent / NBS; TMSN₃ / CH₂Cl₂ / 0.08 h

With N-Bromosuccinimide; trimethylsilylazide; triethylamine; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/S0040-4020(03)00248-5

upstream raw materials:

10-phenylsulfonylisobornyl 3-oxo-3-phenyl-2-triphenylphosphoranylidenepropanoate

(1S)-10-camphorsulfonic acid

(1S,5R,7R)-10,10-dimethyl-4-oxa-3-thiatricyclo[5.2.1.0^1,5]decane 3,3-dioxide

(1S)-(+)-10-(phenylsulfonyl)isoborneol