trans-(2S,3R)-2-(4-chlorophenyl)-3-phenyloxirane

Base Information

• Chemical Name: trans-(2S,3R)-2-(4-chlorophenyl)-3-phenyloxirane
• CAS No.: 62137-64-8
• Molecular Formula: C₁₄H₁₁ClO
• Molecular Weight: 230.694
• Mol file: 62137-64-8.mol

Synonyms:trans-(2S,3R)-2-(4-chlorophenyl)-3-phenyloxirane

Chemical Property of trans-(2S,3R)-2-(4-chlorophenyl)-3-phenyloxirane

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of trans-(2S,3R)-2-(4-chlorophenyl)-3-phenyloxirane

There total 47 articles about trans-(2S,3R)-2-(4-chlorophenyl)-3-phenyloxirane 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: 90.0%

benzyl bromide (100-39-0) + para-Chlorobenzyl alcohol (873-76-7) → 2-(4-chlorophenyl)-3-phenyloxirane (28291-10-3,52881-66-0,58733-28-1,62137-64-8,62137-66-0,66701-18-6,66701-19-7,70332-50-2,121960-04-1)

Guidance literature:

para-Chlorobenzyl alcohol; With dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane; at -60 ℃; for 1h; Inert atmosphere;

With potassium tert-butylate; In dichloromethane; for 2h; Inert atmosphere;

benzyl bromide; With potassium tert-butylate; In water; isopropyl alcohol; at 30 ℃; for 15h;

Reference yield: 90.0%

4-chlorobenzaldehyde (104-88-1) + benzyldibutyltelluronium bromide (134988-30-0) → 2-(4-chlorophenyl)-3-phenyloxirane (28291-10-3,52881-66-0,58733-28-1,62137-64-8,62137-66-0,66701-18-6,66701-19-7,70332-50-2,121960-04-1)

Guidance literature:

benzyldibutyltelluronium bromide; With lithium diisopropyl amide; In 1,4-dioxane; hexane; at -78 ℃; for 0.166667h;

4-chlorobenzaldehyde; In tetrahydrofuran; 1,4-dioxane; hexane; at 20 ℃; for 5h;

Reference yield: 83.0%

rhodium (II) trifluoroacetamide + dimethylsulfide (75-18-3) + phenyldiazomethane (908094-04-2) + 4-chlorobenzaldehyde (104-88-1) → 2-(4-chlorophenyl)-3-phenyloxirane (28291-10-3,52881-66-0,58733-28-1,62137-64-8,62137-66-0,66701-18-6,66701-19-7,70332-50-2,121960-04-1)

Guidance literature:

In dichloromethane; tert-butyl methyl ether;

upstream raw materials:

benzylidene dichloride

potassium 4-chlorobenzyl oxide

1-chloro-4-styrylbenzene

1-chloro-4-[(Z)-2-phenylethenyl]benzene

Downstream raw materials:

4-chlorobenzophenone

4-Cyanochlorobenzene

4-chlorobenzaldehyde

benzaldehyde

Refernces

• 1、 Niwa, Takashi,Nakada, Masahisa. "A non-heme iron(III) complex with porphyrin-like properties that catalyzes asymmetric epoxidation". supporting information; experimental part. p. 13538 - 13541. Retrieved 2012/10/08.
• 2、 Ou, Wen-Hua,Huang, Zhi-Zhen. "A novel and highly efficient asymmetric synthesis of epoxides via chiral telluronium ylides". . p. 2857 - 2860. Retrieved 2007/10/03.