((1S),(2R),(3R))-1-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)-3-((1R)-1-(benzyloxycarbonylamino)pent-4-en-1-yl)cyclopentane

Base Information

• Chemical Name: ((1S),(2R),(3R))-1-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)-3-((1R)-1-(benzyloxycarbonylamino)pent-4-en-1-yl)cyclopentane
• CAS No.: 871589-73-0
• Molecular Formula: C₃₄H₃₄F₇NO₃
• Molecular Weight: 637.638
• Mol file: 871589-73-0.mol

Synonyms:((1S),(2R),(3R))-1-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)-3-((1R)-1-(benzyloxycarbonylamino)pent-4-en-1-yl)cyclopentane

Chemical Property of ((1S),(2R),(3R))-1-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)-3-((1R)-1-(benzyloxycarbonylamino)pent-4-en-1-yl)cyclopentane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1S),(2R),(3R))-1-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)-3-((1R)-1-(benzyloxycarbonylamino)pent-4-en-1-yl)cyclopentane

There total 13 articles about ((1S),(2R),(3R))-1-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)-3-((1R)-1-(benzyloxycarbonylamino)pent-4-en-1-yl)cyclopentane 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: 40.0%

C26H28F7NO (871589-69-4) + benzyl chloroformate (501-53-1,94274-21-2) → ((1S),(2R),(3R))-1-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)-3-((1S)-1-(benzyloxycarbonylamino)pent-4-en-1-yl)cyclopentane (871589-72-9) + ((1S),(2R),(3R))-1-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)-3-((1R)-1-(benzyloxycarbonylamino)pent-4-en-1-yl)cyclopentane (871589-73-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 4h; Product distribution / selectivity;

Reference yield:

((1R),(2R),(3S))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)cyclopentane-carboxylic acid (405512-86-9) → ((1S),(2R),(3R))-1-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)-3-((1R)-1-(benzyloxycarbonylamino)pent-4-en-1-yl)cyclopentane (871589-73-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2.58 h / 0 - 20 °C

3.1: tetrahydrofuran / 2.5 h / 0 - 20 °C

4.1: ammonium acetate; ammonia / methanol / 1 h / 20 °C

4.2: 16.5 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C

With oxalyl dichloride; ammonium acetate; ammonia; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-trichloroacetamide → ((1S),(2R),(3R))-1-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)-3-((1R)-1-(benzyloxycarbonylamino)pent-4-en-1-yl)cyclopentane (871589-73-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: tetrafluoroboric acid / n-heptane; dichloromethane / 23 h / -8 °C

2.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2.58 h / 0 - 20 °C

4.1: tetrahydrofuran / 2.5 h / 0 - 20 °C

5.1: ammonium acetate; ammonia / methanol / 1 h / 20 °C

5.2: 16.5 h / 20 °C

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C

With oxalyl dichloride; ammonium acetate; ammonia; N-ethyl-N,N-diisopropylamine; tetrafluoroboric acid; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; n-heptane; dichloromethane;

upstream raw materials:

C₂₆H₂₈F₇NO

benzyl chloroformate

((1R),(2R),(3S))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)cyclopentane-carboxylic acid

1,3-cyclopentadione

Downstream raw materials:

(3R,5R)-5-(((1R),(2R),(3S))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)cyclopentan-1-yl)-3-carboxy-3-methylpyrrolidin-2-one

(3R,5R)-5-(((1R),(2R),(3S))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)cyclopentan-1-yl)-1,3-dibenzyloxycarbonyl-3-methylpyrrolidin-2-one