(S)-2-Azido-1-phenylethanol

Base Information

• Chemical Name: (S)-2-Azido-1-phenylethanol
• CAS No.: 124817-06-7
• Molecular Formula: C8H9 N3 O
• Molecular Weight: 163.179
• DSSTox Substance ID: DTXSID80924937
• Nikkaji Number: J725.792I
• Wikidata: Q82899161
• Mol file: 124817-06-7.mol

Synonyms:(S)-2-Azido-1-phenylethanol;(1S)-2-azido-1-phenylethanol;124817-06-7;(1S)-2-azido-1-phenylethan-1-ol;CCRIS 8038;SCHEMBL15382014;DTXSID80924937;MALKRPRQNKEVSK-MRVPVSSYSA-N;AKOS026731014;(S)-alpha-(Azidomethyl)benzenemethanol;EN300-1146949

Chemical Property of (S)-2-Azido-1-phenylethanol

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 163.074561919
• Heavy Atom Count: 12
• Complexity: 171

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-2-Azido-1-phenylethanol

There total 39 articles about (S)-2-Azido-1-phenylethanol 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: 99.0%

(S)-1-phenyl-2-(tosyloxy)ethanol (40435-14-1) → (S)-2-azido-1-phenylethanol (124817-06-7,18756-01-9)

Guidance literature:

With sodium azide; In dimethyl sulfoxide; at 80 ℃;

DOI:10.1016/S0957-4166(02)00322-1

Reference yield: 92.0%

2-azido-1-phenylethan-1-one (1816-88-2) → (S)-2-azido-1-phenylethanol (124817-06-7,18756-01-9)

Guidance literature:

With dimethylsulfide borane complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; toluene; at 40 ℃; for 0.166667h;

Reference yield: 91.0%

(S)-styrene oxide (20780-54-5) → (S)-2-azido-1-phenylethanol (124817-06-7,18756-01-9) + (R)-2-azido-2-phenylethan-1-ol (126923-26-0)

Guidance literature:

With sodium azide; In water; at 60 ℃; for 3.5h; optical yield given as %ee; regioselective reaction;

DOI:10.1021/jo102294j

upstream raw materials:

styrene oxide

(+/-)-2-Azido-1-phenylethyl Butanoate

(4S)-4-phenyl[1,3]dioxolan-2-one

((S)-2-Azido-1-phenyl-ethoxy)-trimethyl-silane

Downstream raw materials:

((S)-2-Azido-1-methoxy-ethyl)-benzene

(S)-(+)-2-(-amino)-1-phenylethanol

(S)-5-phenyl-1,3-oxazolidine-2-one

(S)-2-methoxy-2-phenylethylamine