(R)-1-(4-Benzyloxy-3-nitrophenyl)-2-bromoethanol

Base Information

• Chemical Name: (R)-1-(4-Benzyloxy-3-nitrophenyl)-2-bromoethanol
• CAS No.: 188690-82-6
• Molecular Formula: C15H14BrNO4
• Molecular Weight: 352.184
• Hs Code.: 2909499000
• DSSTox Substance ID: DTXSID60447018
• Nikkaji Number: J954.401A
• Wikidata: Q72442447
• Mol file: 188690-82-6.mol

Synonyms:188690-82-6;(R)-1-(4-BENZYLOXY-3-NITROPHENYL)-2-BROMOETHANOL;(R)-1-(4-(Benzyloxy)-3-nitrophenyl)-2-bromoethanol;(1R)-2-bromo-1-(3-nitro-4-phenylmethoxyphenyl)ethanol;(R)-1-(4-Benzyloxy-3-nitro-phenyl)-2-bromo-ethanol;(R)-1-[4-(Benzyloxy)-3-nitrophenyl]-2-bromoethanol;SCHEMBL718147;DTXSID60447018;HQGAJOFIQLBIIM-AWEZNQCLSA-N;MFCD09751003;AKOS015914498;(R)-1-[3-Nitro-4-(benzyloxy)phenyl]-2-bromoethanol;(R)-2-bromo-1-[3-nitro-4-(benzyloxy)-phenyl]ethanol;1-(4-Benzyloxy-3-nitrophenyl)-2-bromo-1-(R)-ethanol;(R)-alpha-(bromomethyl)-4-phenylmethoxy-3-nitrobenzenemethanol

Chemical Property of (R)-1-(4-Benzyloxy-3-nitrophenyl)-2-bromoethanol

Chemical Property:

• Vapor Pressure: 1.43E-10mmHg at 25°C
• Melting Point: 69-70 °C
• Refractive Index: 1.638
• Boiling Point: 493.9 °C at 760 mmHg
• PKA: 12.21±0.20(Predicted)
• Flash Point: 252.5 °C
• PSA: 75.28000
• Density: 1.529 g/cm³
• LogP: 4.12530
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 351.01062
• Heavy Atom Count: 21
• Complexity: 330

Purity/Quality:

97% ^*data from raw suppliers

(R)-1-(4-Benzyloxy-3-nitrophenyl)-2-bromoethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=C(C=C(C=C2)C(CBr)O)[N+](=O)[O-]
• Isomeric SMILES: C1=CC=C(C=C1)COC2=C(C=C(C=C2)[C@H](CBr)O)[N+](=O)[O-]

Technology Process of (R)-1-(4-Benzyloxy-3-nitrophenyl)-2-bromoethanol

There total 16 articles about (R)-1-(4-Benzyloxy-3-nitrophenyl)-2-bromoethanol 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%

4-benzyloxy-3-nitrophenacyl bromide (43229-01-2) → (R)-2-bromo-1-(4-benzyloxy-3-nitrophenyl)ethanol (188690-82-6)

Guidance literature:

With dimethylsulfide borane complex; (3aS-cis)-(-)-3,3a,8,8a-tetrahydro-2H-indeno[1,2-d]oxazole-2-isopropylborane; In tetrahydrofuran; at -5 - 5 ℃; for 0.5h; Solvent; Temperature;

Reference yield: 95.0%

→ (R)-2-bromo-1-(4-benzyloxy-3-nitrophenyl)ethanol (188690-82-6)

Guidance literature:

With methylborane; dimethylsulfide borane complex; C₈₅H₉₂N₁₆O₈; In tetrahydrofuran; toluene; at 20 ℃; for 0.0833333h; Inert atmosphere;

Reference yield: 7.0%

4-benzyloxy-3-nitrophenacyl bromide (43229-01-2) → (S)-4-benzyloxy-3-nitrostyrene oxide (188730-96-3) + (S)-1-(4-(benzyloxy)-3-nitrophenyl)-2-bromoethanol (193761-53-4) + (R)-2-bromo-1-(4-benzyloxy-3-nitrophenyl)ethanol (188690-82-6)

Guidance literature:

With sodium formate; Triton X-100; (R,R)-TsDPEN; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; In water; at 28 ℃; for 6h; Title compound not separated from byproducts;

DOI:10.1021/jo0514826

upstream raw materials:

4-benzyloxy-3-nitrophenacyl bromide

4-benzyloxy-3-nitroacetophenone

2-bromo-1-[4-fluoro-3-[(methylsulfonyl)amino]phenyl]ethanone

2-bromo-1-[4-chloro-3-[(methylsulfonyl)amino]phenyl]ethanone

Downstream raw materials:

(R)-1-(4-benzyloxy-3-nitrophenyl)oxirane

(S)-4-benzyloxy-3-nitrostyrene oxide

(1R)-1-[3-amino-4-(phenylmethoxy)phenyl]-2-bromoethan-1-ol

(R,R)-formoterol