(R)-1-Azido-2-phenylpropane

Base Information

• Chemical Name: (R)-1-Azido-2-phenylpropane
• CAS No.: 173216-42-7
• Molecular Formula: C9H11N3
• Molecular Weight: 161.2037
• DSSTox Substance ID: DTXSID30169553
• Wikidata: Q83039270
• Mol file: 173216-42-7.mol

Synonyms:(R)-1-Azido-2-phenylpropane;173216-42-7;CCRIS 8033;DTXSID30169553

Chemical Property of (R)-1-Azido-2-phenylpropane

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 161.095297364
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CN=[N+]=[N-])C1=CC=CC=C1
• Isomeric SMILES: C[C@@H](CN=[N+]=[N-])C1=CC=CC=C1

Technology Process of (R)-1-Azido-2-phenylpropane

There total 8 articles about (R)-1-Azido-2-phenylpropane 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: 85.0%

2-phenyl-1-propanol (75803-19-9) → (1-azidopropan-2-yl)benzene (299899-75-5,173216-42-7)

Guidance literature:

In N,N-dimethyl-formamide; at 60 ℃; for 6h;

Reference yield: 81.0%

2-phenylpropylamine (582-22-9) → (1-azidopropan-2-yl)benzene (299899-75-5,173216-42-7)

Guidance literature:

With triflic azide; copper(II) sulfate; triethylamine; In methanol; dichloromethane; water; at 20 ℃; Cooling with ice;

DOI:10.1002/anie.201609655

Reference yield:

isopropenylbenzene (98-83-9,6144-04-3,25014-31-7,42612-14-6) → (1-azidopropan-2-yl)benzene (299899-75-5,173216-42-7)

Guidance literature:

With trimethylsilylazide; 2,4,6-Triisopropylthiophenol; 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; In 2,2,2-trifluoroethanol; for 18h; Sealed tube; Inert atmosphere; Irradiation;

DOI:10.1055/s-0039-1690691

upstream raw materials:

2-phenylpropyl 4-methylbenzenesulfonate

(S)-2-phenyl-1-propanol

2-phenyl-1-propanol

(RS)-2-phenyl-1-propanol

Downstream raw materials:

2-Phenylpropanal

Refernces

• 1、 Nicewicz, David A.,Onuska, Nicholas P. R.,Rosario Collazo, José L.,Schutzbach-Horton, Megan E.. "Anti-Markovnikov hydroazidation of activated olefins via organic photoredox catalysis". supporting information. p. 55 - 59. Retrieved 2019/12/30.
• 2、 Qian, Linghui,Zhang, Chong-Jing,Wu, Ji'en,Yao, Shao Q.. "Fused Bicyclic Caspase-1 Inhibitors Assembled by Copper-Free Strain-Promoted Alkyne–Azide Cycloaddition (SPAAC)". supporting information. p. 360 - 369. Retrieved 2017/01/17.