5-{7-[(1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl]heptane-1-sulfonyl}-1-phenyl-1H-tetrazole

Base Information

• Chemical Name: 5-{7-[(1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl]heptane-1-sulfonyl}-1-phenyl-1H-tetrazole
• CAS No.: 934503-38-5
• Molecular Formula: C₅₅H₁₀₀N₄O₃S
• Molecular Weight: 897.49

Synonyms:5-{7-[(1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl]heptane-1-sulfonyl}-1-phenyl-1H-tetrazole

Chemical Property of 5-{7-[(1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl]heptane-1-sulfonyl}-1-phenyl-1H-tetrazole

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-{7-[(1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl]heptane-1-sulfonyl}-1-phenyl-1H-tetrazole

There total 36 articles about 5-{7-[(1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl]heptane-1-sulfonyl}-1-phenyl-1H-tetrazole 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: 84.0%

5-{7-[(1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl]heptylsulfanyl}-1-phenyl-1H-tetrazole (934503-06-7) → 5-{7-[(1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl]heptane-1-sulfonyl}-1-phenyl-1H-tetrazole (934503-38-5)

Guidance literature:

With ammonium molybdate tetrahydrate; dihydrogen peroxide; In tetrahydrofuran; for 1h;

DOI:10.1016/j.tet.2007.01.007

Reference yield:

(S)-3-((R)-2,2-dimethyl[1,3]dioxolan-4-yl)butan-1-ol (934502-77-9) → 5-{7-[(1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl]heptane-1-sulfonyl}-1-phenyl-1H-tetrazole (934503-38-5)

Guidance literature:

Multi-step reaction with 19 steps

1.1: 81 percent / pyridinium chlorochromate / CH₂Cl₂ / 0.5 h / Heating

2.1: 93 percent / lithium hexamethyldisilazide / tetrahydrofuran / 16 h / 20 °C

3.1: 88 percent / hydrogen / palladium on charcoal / ethanol; methanol

4.1: 97 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran; methanol; H₂O / 4.5 h / Heating

5.1: 92 percent / aq. sodium hydroxide; cetrimide; p-toluenesulfonyl chloride / CH₂Cl₂ / 0.5 h

6.1: magnesium / tetrahydrofuran / 2 h / Heating

6.2: 64 percent / copper iodide / tetrahydrofuran / 3 h / -30 °C

7.1: 100 percent / sodium hydride / tetrahydrofuran; various solvent(s) / 16 h / 20 °C

8.1: 95 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran; methanol; H₂O / 0.5 h / Heating

9.1: 83 percent / pyridinium chlorochromate / CH₂Cl₂ / 0.75 h / Heating

10.1: 87 percent / lithium hexamethyldisilazide / tetrahydrofuran / 16 h / 20 °C

11.1: 100 percent / hydrogen / palladium on charcoal / ethanol

12.1: 95 percent / potassium hydroxide / methanol; tetrahydrofuran / 3 h / 40 °C

13.1: 76 percent / N-bromosuccinimide; triphenylphosphine / CH₂Cl₂ / 1 h / 0 °C

14.1: 99 percent / potassium carbonate / acetone / 18 h / 20 - 40 °C

15.1: 91 percent / ammonium heptamolybdate(VI) tetrahydrate; aq. hydrogen peroxide / tetrahydrofuran; various solvent(s) / 1 h / 20 °C

16.1: 87 percent / lithium hexamethyldisilazide / tetrahydrofuran / 16 h / 20 °C

17.1: 75 percent / 2,4,6-triisopropylbenzene sulfonylhydrazide / tetrahydrofuran / 52 °C

18.1: 97 percent / potassium carbonate / tetrahydrofuran; acetone / 21 h / 20 - 40 °C

19.1: 84 percent / ammonium heptamolybdate(VI) tetrahydrate; aq. hydrogen peroxide / tetrahydrofuran; various solvent(s) / 1 h

With potassium hydroxide; sodium hydroxide; N-Bromosuccinimide; ammonium molybdate tetrahydrate; trisylhydrazine; hydrogen; dihydrogen peroxide; cetyltrimethylammonim bromide; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; magnesium; p-toluenesulfonyl chloride; triphenylphosphine; pyridinium chlorochromate; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone; 2.1: Julia-Kocienski reaction / 10.1: Julia-Kocienski reaction / 16.1: Julia-Kocienski reaction;

DOI:10.1016/j.tet.2007.01.007

Reference yield:

(S)-3-((R)-2,2-dimethyl[1,3]dioxolan-4-yl)butyric acid methyl ester (934502-76-8) → 5-{7-[(1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl]heptane-1-sulfonyl}-1-phenyl-1H-tetrazole (934503-38-5)

Guidance literature:

Multi-step reaction with 20 steps

1.1: 80 percent / lithium aluminium hydride / tetrahydrofuran / 1 h / Heating

2.1: 81 percent / pyridinium chlorochromate / CH₂Cl₂ / 0.5 h / Heating

3.1: 93 percent / lithium hexamethyldisilazide / tetrahydrofuran / 16 h / 20 °C

4.1: 88 percent / hydrogen / palladium on charcoal / ethanol; methanol

5.1: 97 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran; methanol; H₂O / 4.5 h / Heating

6.1: 92 percent / aq. sodium hydroxide; cetrimide; p-toluenesulfonyl chloride / CH₂Cl₂ / 0.5 h

7.1: magnesium / tetrahydrofuran / 2 h / Heating

7.2: 64 percent / copper iodide / tetrahydrofuran / 3 h / -30 °C

8.1: 100 percent / sodium hydride / tetrahydrofuran; various solvent(s) / 16 h / 20 °C

9.1: 95 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran; methanol; H₂O / 0.5 h / Heating

10.1: 83 percent / pyridinium chlorochromate / CH₂Cl₂ / 0.75 h / Heating

11.1: 87 percent / lithium hexamethyldisilazide / tetrahydrofuran / 16 h / 20 °C

12.1: 100 percent / hydrogen / palladium on charcoal / ethanol

13.1: 95 percent / potassium hydroxide / methanol; tetrahydrofuran / 3 h / 40 °C

14.1: 76 percent / N-bromosuccinimide; triphenylphosphine / CH₂Cl₂ / 1 h / 0 °C

15.1: 99 percent / potassium carbonate / acetone / 18 h / 20 - 40 °C

16.1: 91 percent / ammonium heptamolybdate(VI) tetrahydrate; aq. hydrogen peroxide / tetrahydrofuran; various solvent(s) / 1 h / 20 °C

17.1: 87 percent / lithium hexamethyldisilazide / tetrahydrofuran / 16 h / 20 °C

18.1: 75 percent / 2,4,6-triisopropylbenzene sulfonylhydrazide / tetrahydrofuran / 52 °C

19.1: 97 percent / potassium carbonate / tetrahydrofuran; acetone / 21 h / 20 - 40 °C

20.1: 84 percent / ammonium heptamolybdate(VI) tetrahydrate; aq. hydrogen peroxide / tetrahydrofuran; various solvent(s) / 1 h

With potassium hydroxide; sodium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; ammonium molybdate tetrahydrate; trisylhydrazine; hydrogen; dihydrogen peroxide; cetyltrimethylammonim bromide; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; magnesium; p-toluenesulfonyl chloride; triphenylphosphine; pyridinium chlorochromate; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone; 3.1: Julia-Kocienski reaction / 11.1: Julia-Kocienski reaction / 17.1: Julia-Kocienski reaction;

DOI:10.1016/j.tet.2007.01.007

upstream raw materials:

5-{7-[(1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl]heptylsulfanyl}-1-phenyl-1H-tetrazole

(S)-3-((R)-2,2-dimethyl[1,3]dioxolan-4-yl)butyric acid methyl ester

(S)-3-((R)-2,2-dimethyl[1,3]dioxolan-4-yl)butan-1-ol

(1S,2R)-2-(7-bromoheptyl)cyclopropane carbaldehyde

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