trans-(1S^*,2R^*)-2-(4-bromophenyl)-1-methoxy-2-phenylcyclopentane

Base Information

• Chemical Name: trans-(1S^*,2R^*)-2-(4-bromophenyl)-1-methoxy-2-phenylcyclopentane
• CAS No.: 129315-99-7
• Molecular Formula: C₁₈H₁₉BrO
• Molecular Weight: 331.252
• Mol file: 129315-99-7.mol

Synonyms:trans-(1S^*,2R^*)-2-(4-bromophenyl)-1-methoxy-2-phenylcyclopentane

Chemical Property of trans-(1S^*,2R^*)-2-(4-bromophenyl)-1-methoxy-2-phenylcyclopentane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-(1S^*,2R^*)-2-(4-bromophenyl)-1-methoxy-2-phenylcyclopentane

There total 20 articles about trans-(1S^*,2R^*)-2-(4-bromophenyl)-1-methoxy-2-phenylcyclopentane 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-bromophenyl)-2-phenyloxirane (1070671-69-0) → trans-(1R*,2R*)-2-(4-bromophenyl)-1-methoxy-2-phenylcyclopentane (129315-99-7)

Guidance literature:

Multi-step reaction with 8 steps

1: BF₃*Et₂O / benzene / 0.08 h

2: Jones' reagent, isopropyl alcohol / acetone / -10 °C

3: 1.) LDA / 1.) THF, hexane, 23 deg C, 1 h, 2.) 23 deg C, 16 h

4: thionyl chloride / CH₂Cl₂ / 16 h / 23 °C

5: AlCl₃ / CH₂Cl₂ / 0.5 h / 0 °C

6: 1.) L-Selectride, 2.) 10percent NaOH, 30percent H₂O₂ / 1.) THF, -78 deg C, 0.5 h, 2.) 0 deg C, 16 h

7: NaBH₄ / methanol / 0.5 h / 0 °C

8: 1.) NaH / 1.) DMF, RT, 30 min, 2.) 65 deg C, 12 h

With sodium hydroxide; sodium tetrahydroborate; aluminium trichloride; thionyl chloride; jones' reagent; boron trifluoride diethyl etherate; dihydrogen peroxide; L-Selectride; sodium hydride; isopropyl alcohol; lithium diisopropyl amide; In methanol; dichloromethane; acetone; benzene;

DOI:10.1021/ja00174a036

Reference yield:

2-(4-bromophenyl)-2-phenyloxirane (1070671-69-0) → trans-(1S*,2R*)-2-(4-bromophenyl)-1-methoxy-2-phenylcyclopentane (129315-99-7)

Guidance literature:

Multi-step reaction with 8 steps

1: BF₃*Et₂O / benzene / 0.08 h

2: Jones' reagent, isopropyl alcohol / acetone / -10 °C

3: 1.) LDA / 1.) THF, hexane, 23 deg C, 1 h, 2.) 23 deg C, 16 h

4: thionyl chloride / CH₂Cl₂ / 16 h / 23 °C

5: AlCl₃ / CH₂Cl₂ / 0.5 h / 0 °C

6: 1.) L-Selectride, 2.) 10percent NaOH, 30percent H₂O₂ / 1.) THF, -78 deg C, 0.5 h, 2.) 0 deg C, 16 h

7: NaBH₄ / methanol / 0.5 h / 0 °C

8: 1.) NaH / 1.) DMF, RT, 30 min, 2.) 65 deg C, 12 h

With sodium hydroxide; sodium tetrahydroborate; aluminium trichloride; thionyl chloride; jones' reagent; boron trifluoride diethyl etherate; dihydrogen peroxide; L-Selectride; sodium hydride; isopropyl alcohol; lithium diisopropyl amide; In methanol; dichloromethane; acetone; benzene;

DOI:10.1021/ja00174a036

Reference yield:

(4-bromophenyl)(phenyl)methanone (90-90-4) → trans-(1R*,2R*)-2-(4-bromophenyl)-1-methoxy-2-phenylcyclopentane (129315-99-7)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) NaH / 1.) THF, 55 deg C, 6 h, 2.) 55 deg C, 16 h

2: BF₃*Et₂O / benzene / 0.08 h

3: Jones' reagent, isopropyl alcohol / acetone / -10 °C

4: 1.) LDA / 1.) THF, hexane, 23 deg C, 1 h, 2.) 23 deg C, 16 h

5: thionyl chloride / CH₂Cl₂ / 16 h / 23 °C

6: AlCl₃ / CH₂Cl₂ / 0.5 h / 0 °C

7: 1.) L-Selectride, 2.) 10percent NaOH, 30percent H₂O₂ / 1.) THF, -78 deg C, 0.5 h, 2.) 0 deg C, 16 h

8: NaBH₄ / methanol / 0.5 h / 0 °C

9: 1.) NaH / 1.) DMF, RT, 30 min, 2.) 65 deg C, 12 h

With sodium hydroxide; sodium tetrahydroborate; aluminium trichloride; thionyl chloride; jones' reagent; boron trifluoride diethyl etherate; dihydrogen peroxide; L-Selectride; sodium hydride; isopropyl alcohol; lithium diisopropyl amide; In methanol; dichloromethane; acetone; benzene;

DOI:10.1021/ja00174a036

upstream raw materials:

trans-(1R^*,2R^*)-2-(4-bromophenyl)-2-phenylcyclopentanol

methyl iodide

cis-(1S^*,2R^*)-2-(4-bromophenyl)-2-phenylcyclopentanol

2-(4-bromophenyl)-2-phenyloxirane