1-(2-{(4R,6S)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}ethyl)-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide

Base Information

• Chemical Name: 1-(2-{(4R,6S)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}ethyl)-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide
• CAS No.: 1262052-14-1
• Molecular Formula: C₄₃H₄₇FN₂O₄
• Molecular Weight: 674.856

Synonyms:1-(2-{(4R,6S)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}ethyl)-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide

Chemical Property of 1-(2-{(4R,6S)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}ethyl)-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Useful:

Technology Process of 1-(2-{(4R,6S)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}ethyl)-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide

There total 10 articles about 1-(2-{(4R,6S)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}ethyl)-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide 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: 82.0%

1-(2-{(4R,6S)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}ethyl)-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid (1262052-13-0) + aniline (62-53-3) → 1-(2-{(4R,6S)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}ethyl)-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide (1262052-14-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2010.10.028

Reference yield:

(R)-1-benzyloxy-hex-5-en-3-ol (111322-01-1,119239-98-4,91285-62-0) → 1-(2-{(4R,6S)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}ethyl)-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide (1262052-14-1)

Guidance literature:

Multi-step reaction with 9 steps

1: di-tert-butyl dicarbonate; zinc diacetate / dichloromethane / 36 h / Reflux

2: potassium bromide; Oxone / water; ethyl acetate / 20 h / 0 °C

3: toluene-4-sulfonic acid / 20 h / 20 °C

4: N,N-dimethyl-formamide / 9 h / 135 °C

5: potassium carbonate / methanol / 3 h / 20 °C

6: triethylamine / dichloromethane / 4 h / 0 - 20 °C

7: dimethyl sulfoxide / 40 h / 30 °C

8: nickel; potassium borohydride / ethanol / 1 h / 55 °C / Inert atmosphere

9: Trimethylacetic acid / tetrahydrofuran; toluene; n-heptane / 50 h / Reflux; Inert atmosphere

With Oxone; potassium borohydride; di-tert-butyl dicarbonate; zinc diacetate; nickel; potassium carbonate; toluene-4-sulfonic acid; triethylamine; potassium bromide; Trimethylacetic acid; In tetrahydrofuran; methanol; ethanol; n-heptane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1002/ejoc.201700387

Reference yield:

tert-butyl (R)-1-(benzyloxy)hex-5-en-3-yl carbonate (204448-48-6) → 1-(2-{(4R,6S)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}ethyl)-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide (1262052-14-1)

Guidance literature:

Multi-step reaction with 8 steps

1: potassium bromide; Oxone / water; ethyl acetate / 20 h / 0 °C

2: toluene-4-sulfonic acid / 20 h / 20 °C

3: N,N-dimethyl-formamide / 9 h / 135 °C

4: potassium carbonate / methanol / 3 h / 20 °C

5: triethylamine / dichloromethane / 4 h / 0 - 20 °C

6: dimethyl sulfoxide / 40 h / 30 °C

7: nickel; potassium borohydride / ethanol / 1 h / 55 °C / Inert atmosphere

8: Trimethylacetic acid / tetrahydrofuran; toluene; n-heptane / 50 h / Reflux; Inert atmosphere

With Oxone; potassium borohydride; nickel; potassium carbonate; toluene-4-sulfonic acid; triethylamine; potassium bromide; Trimethylacetic acid; In tetrahydrofuran; methanol; ethanol; n-heptane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1002/ejoc.201700387

upstream raw materials:

1-(2-{(4R,6S)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}ethyl)-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid

aniline

2,3-dideoxy-3,5-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol

(R)-1-benzyloxy-hex-5-en-3-ol

Downstream raw materials:

5-(4-fluorophenyl)-1-{2-[(4R,6S)-6-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxan-4-yl]ethyl}-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamide

2-((4R,6R)-6-(2-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid

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