4-Nitro-benzoic acid (R)-2-(4-chloro-phenyl)-oxiranylmethyl ester

Base Information

• Chemical Name: 4-Nitro-benzoic acid (R)-2-(4-chloro-phenyl)-oxiranylmethyl ester
• CAS No.: 172788-91-9
• Molecular Formula: C₁₆H₁₂ClNO₅
• Molecular Weight: 333.728
• Mol file: 172788-91-9.mol

Synonyms:

Chemical Property of 4-Nitro-benzoic acid (R)-2-(4-chloro-phenyl)-oxiranylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Nitro-benzoic acid (R)-2-(4-chloro-phenyl)-oxiranylmethyl ester

There total 1 articles about 4-Nitro-benzoic acid (R)-2-(4-chloro-phenyl)-oxiranylmethyl ester 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:

2-(4-chlorophenyl)-3-hydroxypropene (45941-96-6) + 4-nitro-benzoyl chloride (122-04-3) → 4-Nitro-benzoic acid (R)-2-(4-chloro-phenyl)-oxiranylmethyl ester (172788-91-9) + 4-Nitro-benzoic acid (S)-2-(4-chloro-phenyl)-oxiranylmethyl ester (172789-03-6)

Guidance literature:

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; 4 A molecular sieve; triethylamine; Yield given. Multistep reaction; 1.) CH₂Cl₂, -20 deg C, 45 min, 2.) CH₂Cl₂, -20 deg C, 7 h then -12 deg C, 36 h and warmed to 0 deg C, 3.) CH₂Cl₂, 0 deg C, 0.5 h;

DOI:10.1016/0040-4020(95)00710-P

Reference yield:

4-Nitro-benzoic acid (R)-2-(4-chloro-phenyl)-oxiranylmethyl ester (172788-91-9) → (2R)-1-amino-2-(4-chlorophenyl)-2,3-epoxypropane (172788-99-7)

Guidance literature:

Multi-step reaction with 5 steps

1: K₂CO₃, MeOH / 0.17 h / 20 °C

2: NaN₃, NH₄Cl / methanol; H₂O / 15 h / Heating

3: pyridine / CH₂Cl₂ / 48 h / Ambient temperature

4: 1.0M t-BuOK in t-BuOH / tetrahydrofuran / 0.17 h

5: hydrogen / PtO₂ / ethanol / 0.5 h / 2585.7 Torr

With pyridine; methanol; sodium azide; potassium tert-butylate; hydrogen; potassium carbonate; ammonium chloride; platinum(IV) oxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;

DOI:10.1016/0040-4020(95)00710-P

Reference yield:

4-Nitro-benzoic acid (R)-2-(4-chloro-phenyl)-oxiranylmethyl ester (172788-91-9) → (R)-(-)-2-hydroxysaclofen hydrochloride

Guidance literature:

Multi-step reaction with 6 steps

1: K₂CO₃, MeOH / 0.17 h / 20 °C

2: NaN₃, NH₄Cl / methanol; H₂O / 15 h / Heating

3: pyridine / CH₂Cl₂ / 48 h / Ambient temperature

4: 1.0M t-BuOK in t-BuOH / tetrahydrofuran / 0.17 h

5: hydrogen / PtO₂ / ethanol / 0.5 h / 2585.7 Torr

6: 49 percent / sodium bisulfite / ethanol; H₂O / 24 h / Heating

With pyridine; methanol; sodium azide; potassium tert-butylate; hydrogen; potassium carbonate; ammonium chloride; sodium hydrogensulfite; platinum(IV) oxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;

DOI:10.1016/0040-4020(95)00710-P

upstream raw materials:

2-(4-chlorophenyl)-3-hydroxypropene

4-nitro-benzoyl chloride

Downstream raw materials:

[(S)-2-(4-Chloro-phenyl)-oxiranyl]-methanol

(2R)-1-amino-2-(4-chlorophenyl)-2,3-epoxypropane

(2R)-1-azido-2-(4-chloropehnyl)-2,3-epoxypropane

(2R)-3-azido-2-(4-chlorophenyl)propan-1,2-diol