1H-Tetrazole, 5-[[(1R,3R,4E,6E)-9-[(1S,2R)-2-chlorocyclopropyl]-3-(1-ethoxyethoxy)- 1-methyl-4,6-nonadien-8-ynyl]sulfonyl]-1-phenyl-

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Chemical Name:1H-Tetrazole, 5-[[(1R,3R,4E,6E)-9-[(1S,2R)-2-chlorocyclopropyl]-3-(1-ethoxyethoxy)- 1-methyl-4,6-nonadien-8-ynyl]sulfonyl]-1-phenyl-
CAS No.:804551-87-9
Molecular Formula:C₂₄H₂₉ClN₄O₄S
Molecular Weight:505.038
Hs Code.:

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Chemical Property of 1H-Tetrazole, 5-[[(1R,3R,4E,6E)-9-[(1S,2R)-2-chlorocyclopropyl]-3-(1-ethoxyethoxy)- 1-methyl-4,6-nonadien-8-ynyl]sulfonyl]-1-phenyl-

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Technology Process of 1H-Tetrazole, 5-[[(1R,3R,4E,6E)-9-[(1S,2R)-2-chlorocyclopropyl]-3-(1-ethoxyethoxy)- 1-methyl-4,6-nonadien-8-ynyl]sulfonyl]-1-phenyl-

There total 9 articles about 1H-Tetrazole, 5-[[(1R,3R,4E,6E)-9-[(1S,2R)-2-chlorocyclopropyl]-3-(1-ethoxyethoxy)- 1-methyl-4,6-nonadien-8-ynyl]sulfonyl]-1-phenyl- 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:

: 316377-64-7
(E)-5-((1S,2R)-2-chloro-cyclopropyl)-pent-2-en-4-yn-1-ol

: 804551-87-9
5-[(5E,7E)-(2R,4R)-10-((1S,2R)-2-Chloro-cyclopropyl)-4-(1-ethoxy-ethoxy)-deca-5,7-dien-9-yne-2-sulfonyl]-1-phenyl-1H-tetrazole

Guidance literature:: Multi-step reaction with 8 steps

1.1: 98 percent / PPh₃; CBr₄ / CH₂Cl₂ / 1 h / -40 °C

2.1: 99 percent / 4 h / 100 °C

3.1: LHMDS / tetrahydrofuran / 0.5 h / -78 °C

3.2: 89 percent / tetrahydrofuran / -78 - 20 °C

4.1: 91 percent / TBAF / tetrahydrofuran / 12 h / 20 °C

5.1: 80 percent / Ph₃P; diisopropylazodicarboxylate / tetrahydrofuran / 12 h / 20 °C

6.1: 83 percent / (NH₄)6Mo₇O₂₄; H₂O₂ / ethanol; acetone / 24 h / 20 °C

7.1: TsOH / methanol / 20 °C

8.1: PPTS / 20 °C

With ammonium heptamolybdate; carbon tetrabromide; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; dihydrogen peroxide; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone; 3.2: Horner-Emmons reaction / 5.1: Mitsunobu reaction;
DOI:10.1021/ol0480325

Reference yield:

: 316377-60-3
trans-2-chloro-1-(2,2'-dibromoethynyl)-cyclopropane

: 804551-87-9
5-[(5E,7E)-(2R,4R)-10-((1S,2R)-2-Chloro-cyclopropyl)-4-(1-ethoxy-ethoxy)-deca-5,7-dien-9-yne-2-sulfonyl]-1-phenyl-1H-tetrazole

Guidance literature:: Multi-step reaction with 9 steps

1.1: 68 percent / Pd₂(dba)3; tris(4-methoxyphenyl)phosphine; N,N-diisopropylethylamine / dimethylformamide / 12 h / 80 °C

2.1: 98 percent / PPh₃; CBr₄ / CH₂Cl₂ / 1 h / -40 °C

3.1: 99 percent / 4 h / 100 °C

4.1: LHMDS / tetrahydrofuran / 0.5 h / -78 °C

4.2: 89 percent / tetrahydrofuran / -78 - 20 °C

5.1: 91 percent / TBAF / tetrahydrofuran / 12 h / 20 °C

6.1: 80 percent / Ph₃P; diisopropylazodicarboxylate / tetrahydrofuran / 12 h / 20 °C

7.1: 83 percent / (NH₄)6Mo₇O₂₄; H₂O₂ / ethanol; acetone / 24 h / 20 °C

8.1: TsOH / methanol / 20 °C

9.1: PPTS / 20 °C

With ammonium heptamolybdate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; carbon tetrabromide; di-isopropyl azodicarboxylate; P(p-CH₃OC₆H₄)3; tetrabutyl ammonium fluoride; dihydrogen peroxide; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; 1.1: Stille coupling / 4.2: Horner-Emmons reaction / 6.1: Mitsunobu reaction;
DOI:10.1021/ol0480325

Reference yield:

: 440103-63-9
(1S,2R)-1-((E)-5-bromo-pent-3-en-1-ynyl)-2-chloro-cyclopropane

: 804551-87-9
5-[(5E,7E)-(2R,4R)-10-((1S,2R)-2-Chloro-cyclopropyl)-4-(1-ethoxy-ethoxy)-deca-5,7-dien-9-yne-2-sulfonyl]-1-phenyl-1H-tetrazole

Guidance literature:: Multi-step reaction with 7 steps

1.1: 99 percent / 4 h / 100 °C

2.1: LHMDS / tetrahydrofuran / 0.5 h / -78 °C

2.2: 89 percent / tetrahydrofuran / -78 - 20 °C

3.1: 91 percent / TBAF / tetrahydrofuran / 12 h / 20 °C

4.1: 80 percent / Ph₃P; diisopropylazodicarboxylate / tetrahydrofuran / 12 h / 20 °C

5.1: 83 percent / (NH₄)6Mo₇O₂₄; H₂O₂ / ethanol; acetone / 24 h / 20 °C

6.1: TsOH / methanol / 20 °C

7.1: PPTS / 20 °C

With ammonium heptamolybdate; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; dihydrogen peroxide; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; ethanol; acetone; 2.2: Horner-Emmons reaction / 4.1: Mitsunobu reaction;
DOI:10.1021/ol0480325